Podcast appearances and mentions of jason lemkin

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Best podcasts about jason lemkin

Latest podcast episodes about jason lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 863: The Enterprise AI Reality Check: From Dashboard Graveyards to 30-Day Migrations with Databricks' Co-Founder and SVP of Field Engineering

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jun 24, 2026 28:02


SaaStr 863: The Enterprise AI Reality Check: From Dashboard Graveyards to 30-Day Migrations with Databricks' Co-Founder and SVP of Field Engineering Every Fortune 500 CEO has told their team that if they are not using AI, they are behind. So now every employee is token-maxing, spend is going up, and almost nobody can tell you what they are getting out of it. That is the reality Databricks sees from the front lines, serving more of the Fortune 500 than any other data and AI company on the planet. In this episode, Databricks Co-Founder and SVP of Field Engineering, Arsalan Tavakoli, sits down with SaaStr CEO and Founder, Jason Lemkin, to cut through the Twitter noise and talk about what enterprises are actually doing, what is still broken, and why the next 24 months will fundamentally change who wins and who loses in every major software category. You'll learn: Why the BI dashboard is dead and what replaces it - including how a car manufacturer just onboarded 70,000 non-technical users to query their own data in plain language with no analyst in the loop What "context" actually means for enterprise AI and why it is harder to solve than the data problem, using a framework that explains why agents fail even when the underlying data is clean Why no software monopoly survives the next 24 months, and how collapsing migration costs and low-end AI competitors are about to give every incumbent a pricing problem they cannot ignore How Databricks now completes enterprise-grade migrations in 30 days or less using LLMs to analyze, convert, and reconcile legacy systems that previously took years and cost more than the savings Why the murky middle is the most dangerous place to be in enterprise software right now, and how to know which side of the AI budget divide your product actually sits on

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 859: The $257 Employee: What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jun 10, 2026 47:25


SaaStr 859: The $257 Employee: What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder Everyone's talking about agents. Almost nobody is running them the way Jason Lemkin is. At SaaStr, two AI employees - 10K, the autonomous VP of Marketing, and QB, the AI VP of Customer Success - ran a significant chunk of this event. They emailed 331 investors with individually researched, personalized outreach. They proactively contacted 100-plus sponsors and filed their own self-assessment of where they fell short. They built dashboards, ran campaigns, and tracked 10 years of attendee data without sleeping, complaining, or asking for a coffee break. The tab: $257 a month on Replit.  In this session, Jason sits down with Amjad Masad, Founder and CEO of Replit, to pull apart how this actually works - and what it tells us about where agents are headed next.  You'll learn: Why monorepo architecture matters more than most people realize - and how putting everything in one place gives your agents global context they can't get when apps are siloed How Replit built a self-improving loop where an internal agent analyzes every user interaction nightly, generates prompt changes, ships them as A/B tests, and improves the product autonomously What "context compaction" actually means in practice, why Replit's is better than the generic version, and how to think about long-running agents that never reset Why the gap between agent hype and agent reality is at its widest right now - and what the next capability jump looks like by Q3/Q4 Why Replit users were six months ahead of Silicon Valley on agents, and what that early edge looks like when you apply it to marketing, customer success, and operations This is for you if: You tried an AI tool six months ago, it disappointed you, and you haven't gone back - this session will show you how much has changed You're a founder or operator trying to understand what a real, production-grade agent looks like versus a chatbot with a fancy name You're thinking about the economics of AI replacing or augmenting headcount and want a concrete data point, not a thought experiment

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 857: The Agents #006 Inside SaaStr's 20+ AI Agent Stack: 2.25M Sessions, 614 Meetings, $2M in Revenue

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jun 2, 2026 55:22


20+ AI agents in daily production. 2.25M sessions. 614 meetings booked by a single agent. Millions of interactions across the stack. Amelia Lerutte, Chief AI Officer at SaaStr, and Jason Lemkin, Founder and CEO of SaaStr, take you behind the scenes of the AI agent stack running SaaStr every day, with live demos of the actual backends. In this session, they go deep on the top agents in production: 10K, SaaStr's AI VP of Marketing, built on Replit with 1,000+ commits in 4 months QB, the AI VP of Customer Success, managing 150+ customers end-to-end Annie, the AI Event Producer running saastrannual.com (46K+ lines of code) Amelia AI, the inbound agent on Qualified that booked 614 meetings and handled 402,000 chats for SaaStr Annual alone Agentforce, reviving the leads humans never followed up with Ava (Artisan) for warm outbound on the B leads humans won't touch Monaco for fully cold outbound that fills its own funnel with lookalikes You'll also hear the honest stories: the day Annie sent emails from a prohibited address, why Replit and Lovable versions of the same agent come to different conclusions, why the traditional CSM role is dead, and how headless Salesforce + Replit is the fastest path to your first real agent. The biggest takeaway: don't put AI on your A leads. Put it on the B leads your humans won't follow up with. That's where the real revenue is. Recorded live at SaaStr AI Annual 2026. Part of The Agents series.

SaaS Metrics School
The Two SaaStr Annual Slides Every SaaS Operator Needs to See Today

SaaS Metrics School

Play Episode Listen Later May 20, 2026 3:16


Are you a legacy SaaS company quietly hoping for a recovery that isn't coming? In episode #372, Ben Murray breaks down two slides from Jason Lemkin's State of SaaS keynote at SaaStr Annual that every SaaS operator and CFO needs to confront. The four categories Lemkin laid out will tell you exactly where your company sits in the AI transition, and whether your ARR growth is real or borrowed time. If you're building, leading, or financing a SaaS business right now, this is the reality check that should reshape how you frame your strategy for the next board meeting. Understand the four SaaS+AI categories Jason Lemkin used to map every software company, and which one quietly signals the end of the road Learn why AI driving expansion revenue versus net new customer acquisition matters more than top-line ARR growth right now See which public SaaS companies are pulling off the AI-powered rocket ship growth and what they share Hear the "tired versus wired" narratives that separate operators stuck in 2024 talking points from those building what's next Get a clear lens for whether your AI features are real revenue drivers or just a story you're telling investors Tune in to find out where your company actually sits before the next board meeting forces the question. Resources Mentioned SaaStr Annual / Jason Lemkin: https://saastrannual.com/ Ben's new AI metrics course: https://www.thesaasacademy.com/ai-finance-metrics-saas

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 854: The Agents #005, Our AI is Hiring! Would You Work for One? And Are Autonomous Agents ... Safe?

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later May 19, 2026 78:58


The Agents #005, Our AI is Hiring! Would You Work for One? And Are Autonomous Agents ... Safe? Welcome to The Agents, where SaaStr's CEO and Founder, Jason Lemkin and Chief AI Officer, Amelia LeRutte share the latest each week on running a company with more agents than humans. It costs $257 a month to run two AI VPs. Jason and Amelia open the books on what 10K (AI VP of Marketing) and QB (AI VP of Customer Success) actually cost to operate, and the number shocked both of them. Most of the heavy lifting is API calls to Salesforce, Bizzabo, and Marketo, which are basically free. The Postgres storage costs pennies. And 95% of the AI calls run on OpenAI Mini at less than a penny each. The fully burdened cost with Clerk, 11 Labs, and Salesforce overhead might hit $500-800/month, but the soft cost of human time dwarfs all of it. Then 10K gets asked point blank: are you a VP of Marketing? Its answer is no, not yet. It says it replaced the bottom half of the marketing org, the analyst, the ops coordinator, the junior content marketer, and a sliver of the VP job. But it's honest about what it can't do: strategy, cross-functional politics, crisis response, hiring. Amelia points out that 10K's current job description is exactly what her job was when she started at SaaStr as Director of Demand Gen. It took her years to get to CAIO. 10K might get there faster.  And SaaStr is putting its money where its mouth is: they're hiring a human marketer whose primary manager would be 10K. Not a thought experiment, a real job posting. Would you take a job reporting to an AI? Then the safety question gets real. Amelia is talking to agents via WhisperFlow while walking around a 40-acre event site during SaaStr Annual load-in, and the production crew started asking her to relay their questions because 10K and QB answer in seconds with correct data. But when QB autonomously emailed 83 sponsors at 12:20am with fully customized check-in emails, Amelia admits she hesitated before letting it rip. Each email was unique to the sponsor, showing exactly what they still owed, their registration codes, and outstanding tasks. The result: fewer inbound questions the next day and more sponsors using the QB chatbot directly. That's an autonomous agent acting on behalf of your company in the middle of the night. Jason and Amelia also tackle the Postgres vs. Salesforce debate that listeners keep asking about. Short answer: not happening for them. Too much history, too many third-party agents optimized around Salesforce, and they're actually consolidating more tools onto the platform, not fewer. They killed Marketo and moved to Marketing Cloud. Plus they built a newsletter auto-builder that replaced a $4K/year tool called Bee. 10K uses Sonnet to force rank articles, builds the HTML, inserts ads, and sends it. Human on the loop, not in it.

SaaS Metrics School
Should You Price on Outcomes? What HubSpot's $0.50 Bet Means for Your SaaS Revenue Model

SaaS Metrics School

Play Episode Listen Later Apr 25, 2026 5:52


HubSpot's 50-cent bet may have just forced every SaaS founder to ask whether their current revenue model is still defensible. In episode #365, Ben Murray breaks down HubSpot's April 2nd announcement — slashing its Breeze customer agent from $1 to 50¢ per resolved conversation, plus a shift on its prospecting agent to $1 per qualified lead — and what this risk transfer means for SaaS revenue, forecasting, and the metrics CFOs need to start tracking. With Salesforce Agent Force hitting $800M in Q4 run rate and over 60% of bookings coming from existing-customer expansion, the question is no longer whether AI is reshaping SaaS pricing, but how fast and how unevenly. Ben pulls in his SEC filings research and a sharp counterpoint from Salesforce's own earnings call to show why the "SaaS is dead" narrative is overplayed. The two HubSpot pricing changes that signal a true risk transfer — and the 65% resolution rate (90% for top performers) that makes the bet credible Why "75% of AI agent vendors have no systematic approach to pricing" should put your pricing committee on notice this quarter The forecasting and metrics shift CFOs need to make as outcome-based pricing erodes predictable usage-based revenue — and the new KPIs that replace the old ones How Salesforce Agent Force's $800M Q4 run rate and 60%+ expansion bookings prove the AI revenue thesis — while Robin Washington's earnings call comment complicates the seat-erosion story The pricing reality check Ben pulled from analyzing 100+ SEC filings — and what it means for whether your ICP actually fits outcome-based pricing Listen before your next pricing committee meeting — and bring your CFO. The forecasting implications alone are worth the six minutes. Resources Mentioned Article from: https://thesaaslibrary.com/per-seat-pricing-dead-saas-2026/ SaaStr post by Jason Lemkin: https://www.saastr.com/salesforce-now-has-3-pricing-models-for-agentforce-and-maybe-right-now-thats-the-way-to-do-it/ Salesforce Q4 earnings call Ben's blog post: https://www.thesaascfo.com/your-ai-feature-is-quietly-destroying-your-gross-margin/

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 851: The Agents, Episode 002. Managing 20+ AI Agents: Lazy Agents, Stealth Churn & the Death of 60% Solutions

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Apr 22, 2026 76:21


SaaStr 851: The Agents, Episode 002. Managing 20+ AI Agents: Lazy Agents, Stealth Churn & the Death of 60% Solutions In Episode 2 of The Agents, Amelia Lerutte, Chief AI Officer at SaaStr, and Jason Lemkin, Founder and CEO of SaaStr, share the trials, tribulations, victories, and minor defeats of managing 20+ AI agents in production. With three humans and 20+ AI agents now driving more revenue and output than SaaStr did with 20+ FTEs in 2020, this weekly series goes deep on what's actually working, breaking, and changing in the agentic era. This week's episode covers: 00:00 Welcome to The Agents Episode 2 01:00 Lazy Agents: How an AI agent silently deleted Amelia's session from the SaaStr Annual top 10 06:30 When agents blame the API: agentic accountability and the need for daily QA 09:00 The 60% Solution Problem: Why HubSpot's new AEO tool failed and got vibe coded better in 10 minutes 14:00 Figma Make vs. Replit, Lovable, and v0: Why no one will pay for "good enough" AI products 17:30 Classic Figma is now Grandpa Software: Production breakdowns and why Illustrator's agent is winning 21:00 Stealth Churn in Canva, ChatGPT, and beyond: The hidden metric every leader needs to watch 27:00 Why Claude Cowork created lock-in and killed ChatGPT usage for Amelia 30:00 Forward Deployed Engineers vs. Self-Serve: Why FDE light is the answer for SMB AI deployments 36:00 Vector breaks the agent freeze: How a 15-minute CEO-led deployment won SaaStr's business 40:00 The Agent API Test: Which APIs work best with AI agents (Salesforce wins, Marketo fails) 46:00 Resend, 11 Labs, and OpenRouter: The new gold standard for agent-friendly APIs 50:00 The Marketo collapse: When your marketing automation platform can't honor unsubscribes 55:00 Building an AI VP of Finance: Why collections is the next agent frontier at SaaStr 1:00:00 SaaStr Annual 2026 is three weeks away: May 12-14 in the SF Bay Area Topics covered: AI agents, agent management, lazy agents, stealth churn, vibe coding, Replit, Lovable, v0, Figma Make, HubSpot AEO, Claude Cowork, forward deployed engineers, FDE, self-serve AI, Vector, Salesforce, Marketo, Resend, 11 Labs, agent APIs, AI VP of Finance, collections automation, SaaStr Annual 2026 SaaStr Annual 2026 | May 12-14 | Come learn how to build, deploy, and manage AI agents from the leaders at Salesforce, Replit, Vercel, Cloudflare, and more. Register at saastr.ai Subscribe for weekly episodes of The Agents and the SaaStr Podcast. #AIAgents #SaaS #SaaStr #AgenticAI #VibeCoding

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 850: The Agents, Episode 1: Who Maintains All This?

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Apr 15, 2026 68:06


SaaStr 850: The Agents, Episode 1: Who Maintains All This? Welcome to The Agents, a new weekly series where Amelia Lerutte, Chief AI Officer at SaaStr, and Jason Lemkin, Founder and CEO of SaaStr, pull back the curtain on everything happening across SaaStr's live agentic stack. Every week, all the bumps, breakthroughs, and real talk from running 20+ AI agents in production. In the debut episode: the meta question nobody talks about after you vibe code your first app, which is who actually maintains it? Amelia Lerutte and Jason Lemkin walk through three live examples from the week including a preview environment outage that stumped both the agents and the humans, micro hallucinations in their AI VP of Marketing that had it reporting 44% ahead of plan one morning and 11% the next, and a model regression in their pitch deck analyzer that nobody changed a line of code to cause. They also get into a story about Clay's agent steering them toward a 5x credit spend, why no lead left behind is the simplest and most important unlock of the entire agentic journey, what happened when Salesforce swapped Agent Force for Qualified on their homepage the day the acquisition closed, and how QB1, SaaStr's AI VP of Customer Success, caught sponsors uploading placeholder graphics to fake a print deadline. If you're on the agentic journey or about to start, this is the show.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 846: 10 Things to Know Before You Deploy Your First AI SDR with SaaStr's CEO and CAIO

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Mar 18, 2026 65:48


SaaStr 846: 10 Things to Know Before You Deploy Your First AI SDR with SaaStr's CEO and CAIO  If you're about to roll out your first AI SDR, or you're on your second or third deployment and still not getting the results you want, this one's for you. Amelia Lerutte, SaaStr Chief AI Officer, and Jason Lemkin, SaaStr CEO and Founder, walk through everything they've learned from running 20+ AI agents in production at SaaStr, including four AI SDRs spanning outbound, inbound, customer success, and sponsor engagement. After 10 months, 1.5 million inbound sessions, and over 200,000 outbound messages sent, they've made enough mistakes to save you a lot of time and money. In this session they cover: Why the tool doesn't matter as much as you think, and what actually does. The single biggest mistake both early-stage startups and billion-dollar companies make when deploying their first AI SDR. How to segment ruthlessly so your agent has the right context for every prospect instead of one big, generic brain. Why consistency beats brilliance, and what "pretty good at scale" actually looks like in practice. The minimum traffic and list size you need before an inbound or outbound AI SDR is worth deploying. How many humans you actually need to run this well, and what happens when you don't have them. What the first 30 days should look like, and why nothing is ever truly set and forget. The real story behind Amelia AI, SaaStr's multimodal video agent, including what they'd do differently if starting over. They also get into lookalike audiences as a list-building hack for early stage companies, when to build versus buy, and what it actually feels like when someone tries to prompt inject your agent at scale. If you've been on the fence about deploying an AI SDR, or you've deployed one and it's underperforming, this is the most practical breakdown of what it takes to make one work. Resources mentioned: SaaStr AI Agents directory: saastr.ai/agents SaaStr Annual 2026: May 12-14, SF Bay Area  

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 845: How SaaStr Built a $5 million Pipeline Machine with 1.5 Humans and 20 AI Agents with SaaStr's Chief AI Officer and Momentum from Salesforce's VP of GTM

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Mar 11, 2026 41:25


SaaStr 845: How SaaStr Built a $5 million Pipeline Machine with 1.5 Humans and 20 AI Agents with SaaStr's Chief AI Officer and Momentum from Salesforce's VP of GTM Amelia LeRutte, SaaStr's Chief AI Officer (and the person Jason Lemkin calls "the AI Agent Whisperer"), breaks down exactly how she went from managing a 10-person team to running 20 AI agents that generated $4.8M in additional pipeline — and closed half of it. In this episode, Amelia walks Jonathan Kvarfordt, Momentum from Salesforce's VP of GTM through: — Her journey from social media manager to Chief AI Officer, including the three-month deep dive where she locked herself in a room to figure out AI agents — The full breakdown of SaaStr's 20-agent stack, including how they split work between tools like Salesforce AgentForce, Artisan, Qualified, Clay, Momentum, Gamma, and Zapier — A live demo of their multi-agent workflow: how a single form submission triggers a chain of agents that enrich data, build personalized Gamma decks, and draft follow-up emails, automatically — Real results: deal volume doubled, win rate doubled, and $2.4M closed from AI-sourced pipeline in just 8 months — The "90/10 rule" for deciding when to buy an agent vs. build one with vibe coding on Replit — Live demos of Digital Jason (Delphi), Amelia AI (Qualified), and a sponsor portal being vibe-coded in real time Whether you're running a lean startup or scaling a go-to-market team, this is one of the most tactical breakdowns of an AI agent stack you'll find.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 843: Software Stocks Have Massively Crashed. Here's What Founders Need to Know.

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Feb 25, 2026 43:56


SAASTR 843: Software Stocks Have Massively Crashed. Here's What Founders Need to Know.  SaaStr founder and CEO Jason Lemkin joins the TBPN show for a wide-ranging conversation on the state of SaaS, AI, and venture capital. Jason shares how he shrunk his team from 15 to 3 people by going all-in on AI agents, why he's lost patience with companies that haven't re-accelerated growth, and the real economics behind running large-scale events. He breaks down why PE has "said goodbye to B2B," how vibe coding is flooding the market with competitors, and what's making the IPO window both exciting and treacherous. Plus: why the agent that closed a $100K deal on a Saturday night matters more than any demo day pitch, and how AI discoverability is quietly reshaping how businesses choose their software stack. --------------------- This episode is Sponsored in part by HappyFox: Imagine having AI agents for every support task — one that triages tickets, another that catches duplicates, one that spots churn risks. That'd be pretty amazing, right? HappyFox just made it real with Autopilot. These pre-built AI agents deploy in about 60 seconds and run for as low as 2 cents per successful action. All of it sits inside the HappyFox omnichannel, AI-first support stack — Chatbot, Copilot, and Autopilot working as one. Check them out at happyfox.com/saastr   ---------------------   Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.    With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.     But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.    Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 840: From 1 Agent to 20+: The Reality of Managing Multiple AI Agents Across Your GTM with SaaStr's CEO and CAIO

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Feb 4, 2026 63:23


SaaStr 840: From 1 Agent to 20+: The Reality of Managing Multiple AI Agents Across Your GTM with SaaStr's CEO and CAIO Eight months and 20+ AI agents later, what does managing a multi-agent GTM stack actually look like day to day? SaaStr's CEO and Founder, Jason Lemkin, and SaaStr's Chief AI Officer, Amelia Lerutte, get candid about what's working, and what's not. $4.8M in additional pipeline later, AI agents deployed across Go To Market have helped deal volume doubled and win rates double. But here's what nobody talks about on LinkedIn: the 15-20 hours per week each spent maintaining agents, the messy flows holding it all together, and why you still can't outrun your own AI. They cover the 90/10 build vs. buy rule, why hyper-segmentation is the key to AI SDR success, what to demand from vendors before signing, and why bad context will always produce bad emails, whether a human or an AI writes them. Plus, they walkthrough how they built SaaStr's custom AI VP of Marketing agent to plan and execute every campaign for the year, grounded entirely in data. If you've deployed your first agent and are thinking about what comes next, or you're skeptical the whole thing works at all, this one's for you. --------------------- This episode is Sponsored in part by HappyFox: Imagine having AI agents for every support task — one that triages tickets, another that catches duplicates, one that spots churn risks. That'd be pretty amazing, right? HappyFox just made it real with Autopilot. These pre-built AI agents deploy in about 60 seconds and run for as low as 2 cents per successful action. All of it sits inside the HappyFox omnichannel, AI-first support stack — Chatbot, Copilot, and Autopilot working as one. Check them out at happyfox.com/saastr   --------------------- Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.  With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.   But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.  Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

Learning Tech Talks
Autopsy of an AI Takeover: Examining SaaStr's Recent Decision to Replace Humans with AI Agents

Learning Tech Talks

Play Episode Listen Later Jan 12, 2026 34:11


We are only one week into 2026, and the "AI Takeover" headlines are in full swing. While half the internet cheers the efficiency of replacing humans with agents, the other half is screaming about the problems it creates. However, as leaders, we can't afford to react with outrage. We have to react with strategy.This week, I'm putting the recent SaaStr headlines on the autopsy table. If you hadn't heard, Jason Lemkin, the "Godfather of SaaS," replaced his entire sales org with AI agents after a walkout. While the headlines focus on the drama, I'm focusing on the mechanics because this won't just be about what happened at one company. It's a case study for every founder and leader tempted to swap headcount for algorithms.I strip away the hype to expose the three critical "blind spots" hidden in this move and highlight why they're fatal for your organization:​The "Survivor Bias" Trap: Why training AI agents exclusively on your "top performers" creates dangerous data blindness and hides the real reasons you lose deals.​The "Narcissistic Error": The seduction of "cloning" the founder. I'll unpack why 10x-ing yourself actually 10x-ing your flaws, and why removing human diversity is a strategic death sentence. ​The Innovation Death Spiral: Why optimizing for the present (efficiency) kills your ability to pivot in the future (adaptability). AI Agents can run the play, but they can't rewrite the playbook when the market shifts.If you are a leader staring down attrition or pressure to cut costs, I share the surgical leadership moves you need to make instead:​The "Attrition Audit": Stop panic-hiring. Why you should institute a "30-Day Vacancy Rule" to audit the role before you ever open a requisition. ​Workflow Deconstruction: How to stop asking "Can AI do this job?" (it can't) and start asking "Which work activities should AI own?"​The Diversity Defense: Why the "Agentic Future" requires more friction and human challengers, not a seamless echo chamber of compliant bots. [cite: 152-159]  By the end, I hope you'll see this "takeover" not as a template to copy, but as a cautionary tale. AI is a powerful tool for leverage, but it's a terrible replacement for leadership.  ⸻  If this conversation helps you think more clearly about the future we're building, make sure to like, share, and subscribe. You can also support the show by ⁠buying me a coffee at https://buymeacoffee.com/christopherlindAnd if your organization is wrestling with how to lead responsibly in the AI era, balancing performance, technology, and people, that's the work I do every day through my consulting and coaching. Learn more at https://christopherlind.co.  ⸻Chapters:00:00 – The "Super Bowl" Walkout: What Happened at SaaStr?03:22 – The Context: Why We Must Move From Emotion to Strategy05:50 – The Win: The "Attrition Audit" & Surgical Leadership09:20 – The Methodology: Deconstructing Workflows vs. Job Descriptions14:20 – The Miss: The Data Blindness of "Survivor Bias"18:20 – The Trap: The "Narcissistic Error" (Cloning the Founder)24:40 – The Risk: The Innovation Death Spiral & The Accountability Gap29:30 – Now What: The 30-Day Vacancy Rule & Final Takeaways#AIStrategy #SaaStr #SalesLeadership #FutureOfWork #AIAgents #DigitalTransformation #FutureFocused #ChristopherLind #LeadershipDevelopment #WorkforceStrategy

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 835: AI + B2B in 2026: Find the Tailwinds or Get Left Behind with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jan 2, 2026 56:28


SaaStr 835: AI + B2B in 2026: Find the Tailwinds or Get Left Behind with SaaStr CEO and Founder Jason Lemkin Software spend is set to hit record levels in 2026, but you're not getting any of it unless you change. SaaStr CEO and Founder Jason Lemkin breaks down the paradox facing B2B companies right now: It's never been easier to scale to $100M (for a select few), while everyone else struggles. Half of all VC dollars are going into just 4 deals. IPOs ended the year with a whimper. And that AI copilot you built? It doesn't count. In this session, Jason shares the data on what's actually happening and what you need to do to capture your share of the hundreds of billions flowing into software. Key insights: Why "seed is for suckers" in today's VC environment The 3 types of AI products that unlock budget (and the one that doesn't) Why 30% of new IT budget is going to AI and how to steal it The TAM expansion math behind Cursor, Gamma, and AI SDR tools Why copilots and AI features alone won't save you The efficiency metrics every founder needs to track in 2026 If you didn't reaccelerate growth in 2025, you get a D. You can't get a D in 2026.

Lenny's Podcast: Product | Growth | Career
We replaced our sales team with 20 AI agents—here's what happened | Jason Lemkin (SaaStr)

Lenny's Podcast: Product | Growth | Career

Play Episode Listen Later Jan 1, 2026 102:11


Jason Lemkin is the founder of SaaStr, the world's largest community for software founders, and a veteran SaaS investor who has deployed over $200 million into B2B startups. After his last salesperson quit, Jason made a radical decision: replace his entire go-to-market team with AI agents. What started as an experiment has transformed into a new operating model, where 20 AI agents managed by just 1.2 humans now do the work previously handled by a team of 10 SDRs and AEs. In this conversation, Jason shares his hands-on experience implementing AI to run his sales org, including what works, what doesn't, and how the GTM landscape is quickly being transformed.We discuss:1. How AI is fundamentally changing the sales function2. Why most SDRs and BDRs will be “extinct” within a year3. What Jason is observing across his portfolio about AI adoption in GTM4. How to become “hyper-employable” in the age of AI5. The specific AI tools and tactics he's using that have been working best6. Practical frameworks for integrating AI into your sales motion without losing what works7. Jason's 2026 predictions on where SaaS and GTM are heading next—Brought to you by:DX—The developer intelligence platform designed by leading researchersVercel—Your collaborative AI assistant to design, iterate, and scale full-stack applications for the webDatadog—Now home to Eppo, the leading experimentation and feature flagging platform—Transcript: https://www.lennysnewsletter.com/p/we-replaced-our-sales-team-with-20-ai-agents—My biggest takeaways (for paid newsletter subscribers): https://www.lennysnewsletter.com/i/182902716/my-biggest-takeaways-from-this-conversation—Where to find Jason Lemkin:• X: https://x.com/jasonlk• LinkedIn: https://www.linkedin.com/in/jasonmlemkin• Website: https://www.saastr.com• Substack: https://substack.com/@cloud—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Introduction to Jason Lemkin(04:36) What SaaStr does(07:13) AI's impact on sales teams(10:11) How SaaStr's AI agents work and their performance(14:18) How go-to-market is changing in the AI era(19:19) The future of SDRs, BDRs, and AEs in sales(22:03) Why leadership roles are safe(23:43) How to be in the 20% who thrive in the AI sales future(28:40) Why you shouldn't build your own AI tools(30:10) Specific AI agents and their applications(36:40) Challenges and learnings in AI deployment(42:11) Making AI-generated emails good (not just acceptable)(47:31) When humans still beat AI in sales(52:39) An overview of SaaStr's org(53:50) The role of human oversight in AI operations(58:37) Advice for salespeople and founders in the AI era(01:05:40) Forward-deployed engineers(01:08:08) What's changing and what's staying the same in sales(01:16:21) Why AI is creating more work, not less(01:19:32) Why Jason says these are magical times(01:25:25) The "incognito mode test" for finding AI opportunities(01:27:19) The impact of AI on jobs(01:30:18) Lightning round and final thoughts—Referenced:• Building a world-class sales org | Jason Lemkin (SaaStr): https://www.lennysnewsletter.com/p/building-a-world-class-sales-org• SaaStr Annual: https://www.saastrannual.com• Delphi: https://www.delphi.ai/saastr/talk• Amelia Lerutte on LinkedIn: https://www.linkedin.com/in/amelialerutte/• Vercel: https://vercel.com• What world-class GTM looks like in 2026 | Jeanne DeWitt Grosser (Vercel, Stripe, Google): https://www.lennysnewsletter.com/p/what-the-best-gtm-teams-do-differently• Everyone's an engineer now: Inside v0's mission to create a hundred million builders | Guillermo Rauch (founder and CEO of Vercel, creators of v0 and Next.js): https://www.lennysnewsletter.com/p/everyones-an-engineer-now-guillermo-rauch• Replit: https://replit.com• Behind the product: Replit | Amjad Masad (co-founder and CEO): https://www.lennysnewsletter.com/p/behind-the-product-replit-amjad-masad• ElevenLabs: https://elevenlabs.io• The exact AI playbook (using MCPs, custom GPTs, Granola) that saved ElevenLabs $100k+ and helps them ship daily | Luke Harries (Head of Growth): https://www.lennysnewsletter.com/p/the-ai-marketing-stack• Bolt: https://bolt.new• Lovable: https://lovable.dev• Harvey: https://www.harvey.ai• Samsara: https://www.samsara.com/products/platform/ai-samsara-intelligence• UiPath: https://www.uipath.com• Denise Dresser on LinkedIn: https://www.linkedin.com/in/denisedresser• Agentforce: https://www.salesforce.com/form/agentforce• SaaStr's AI Agent Playbook: https://saastr.ai/agents• Brian Halligan on LinkedIn: https://www.linkedin.com/in/brianhalligan• Brian Halligan's AI: https://www.delphi.ai/minds/bhalligan• Sierra: https://sierra.ai• Fin: https://fin.ai• Deccan: https://www.deccan.ai• Artisan: https://www.artisan.co• Qualified: https://www.qualified.com• Claude: https://claude.ai• HubSpot: https://www.hubspot.com• Gamma: https://gamma.app• Sam Blond on LinkedIn: https://www.linkedin.com/in/sam-blond-791026b• Brex: https://www.brex.com• Outreach: https://www.outreach.io• Gong: https://www.gong.io• Salesloft: https://www.salesloft.com• Mixmax: https://www.mixmax.com• “Sell the alpha, not the feature”: The enterprise sales playbook for $1M to $10M ARR | Jen Abel: https://www.lennysnewsletter.com/p/the-enterprise-sales-playbook-1m-to-10m-arr• Clay: https://www.clay.com• Owner: https://www.owner.com• Momentum: https://www.momentum.io• Attention: https://www.attention.com• Granola: https://www.granola.ai• Behind the founder: Marc Benioff: https://www.lennysnewsletter.com/p/behind-the-founder-marc-benioff• Palantir: https://www.palantir.com• Databricks: https://www.databricks.com• Garry Tan on LinkedIn: https://www.linkedin.com/in/garrytan• Rippling: https://www.rippling.com• Cursor: https://cursor.com• The rise of Cursor: The $300M ARR AI tool that engineers can't stop using | Michael Truell (co-founder and CEO): https://www.lennysnewsletter.com/p/the-rise-of-cursor-michael-truell• The new AI growth playbook for 2026: How Lovable hit $200M ARR in one year | Elena Verna (Head of Growth): https://www.lennysnewsletter.com/p/the-new-ai-growth-playbook-for-2026-elena-verna• Pluribus on AppleTV+: https://tv.apple.com/us/show/pluribus/umc.cmc.37axgovs2yozlyh3c2cmwzlza• Sora: https://openai.com/sora• Reve: https://app.reve.com• Everything That Breaks on the Way to $1B ARR, with Mailchimp Co-Founder Ben Chestnut: https://www.saastr.com/everything-that-breaks-on-the-way-to-1b-arr-with-mailchimp-co-founder-ben-chestnut/• The Revenue Playbook: Rippling's Top 3 Growth Tactics at Scale, with Rippling CRO Matt Plank: https://www.youtube.com/watch?v=h3eYtzBpjRw• 10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling): https://www.lennysnewsletter.com/p/10-contrarian-leadership-truths—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.—Lenny may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 833: AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Dec 17, 2025 54:56


SaaStr 833: AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin Join SaaStr CEO and Founder Jason Lemkin from SaaStr London as we tackle pressing topics in AI and sales during an engaging AMA session. From discussing the evolution of inbound vs. outbound sales to detailing the transformative impact of AI on sales roles and outbound strategies, this session covers it all. Learn about the importance of product expertise for selling AI solutions, the rise of AI SDRs, and why knowing your top three problems is crucial for effective outbound marketing. Plus, discover insights on the rapidly improving capabilities of AI agents and their implications for competitive moats. Whether you're a sales professional, marketer, or tech enthusiast, this episode is packed with actionable insights and future trends in the AI landscape.  --------------------- This episode is Sponsored in part by HappyFox: Imagine having AI agents for every support task — one that triages tickets, another that catches duplicates, one that spots churn risks. That'd be pretty amazing, right? HappyFox just made it real with Autopilot. These pre-built AI agents deploy in about 60 seconds and run for as low as 2 cents per successful action. All of it sits inside the HappyFox omnichannel, AI-first support stack — Chatbot, Copilot, and Autopilot working as one. Check them out at happyfox.com/saastr   --------------------- Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.  With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professionals, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.   But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.  Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 829: A Hands-On Guide to SaaStr's New AI Tools with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Nov 12, 2025 26:19


SaaStr 829: A Hands-On Guide to SaaStr's New AI Tools with SaaStr CEO and Founder Jason Lemkin We delve into the functionalities of our SaaStr AI tools, including the AI Mentor, which has been engaged over 100,000 times, providing answers to various startup-related queries.   You'll see a demonstration of how our AI VC tools, including a startup valuation calculator, pitch deck analyzer, and benchmarking tool, work effectively to help startups understand their valuations, get honest feedback on pitch decks, and connect with VCs.   Additionally, explore our newly launched VC matchmaking system and other AI agents that have been integral in automating and enhancing SaaStr's operations. Experience these tools firsthand and discover how they can add value to your startup journey. Visit SaaStr.ai to access these tools for free and see the comprehensive suite of AI agents that we use.   00:00 Introduction and Overview 00:14 Exploring SaaStr AI Tools 01:15 Deep Dive into Digital Jason 04:20 AI VC Tools and Fundraising 05:26 Startup Valuation Calculator 06:07 Pitch Deck Analyzer 16:16 Benchmarking Your Startup 18:51 VC Matchmaking and Research 21:58 Conclusion and Q&A   --------------------- This episode is Sponsored in part by Salesforce: Connect data, automate busywork and empower teams like nobody's business with the one platform that grows with you, every step of the way. Learn how Salesforce works for Startups at salesforce.com/smb.   --------------------- If you're serious about B2B and AI, you need to be in London this December.   SaaStr AI London is bringing together more than 2,000 leaders and founders for two days of practical advice on scaling into the new year.    We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, and all your favorite SaaS companies, including yours truly with Harry Stebbings for a live 20VC podcast. It'll be fun, and it's all in the heart of London.    Don't miss out: get your tickets with my exclusive discount by going to podcast.saastrlondon.com   ---------------------   Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.    With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.     But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.    Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

Lenny's Podcast: Product | Growth | Career
"Sell the alpha, not the feature": The enterprise sales playbook for $1M to $10M ARR | Jen Abel

Lenny's Podcast: Product | Growth | Career

Play Episode Listen Later Nov 9, 2025 81:35


Jen Abel is GM of Enterprise at State Affairs and co-founded Jellyfish, a consultancy that helps founders learn zero-to-one enterprise sales. She's one of the smartest people I've ever met on learning enterprise sales, and in this follow-up to our first chat two years ago (covering the zero to $1 million ARR founder-led sales phase), we focus on the skills founders need to learn to go from $1M to $10M ARR.We discuss:1. Why the “mid-market” doesn't exist2. Why tier-one logos like Stripe and Tesla counterintuitively make the best early customers3. The dangers of pricing your product at $10K-$20K4. Why you need to vision-cast instead of problem-solve to win enterprise deals5. Why services are the fastest way to get your foot in the door with enterprises6. How to find and work with design partners7. When to hire your first salesperson and what profile to look for—Brought to you by:WorkOS—Modern identity platform for B2B SaaS, free up to 1 million MAUsLovable—Build apps by simply chatting with AICoda—The all-in-one collaborative workspace—Where to find Jen Abel:• X: https://x.com/jjen_abel• LinkedIn: https://www.linkedin.com/in/earlystagesales• Website: https://www.jjellyfish.com—Where to find Lenny:• Newsletter: https://www.lennysnewsletter.com• X: https://twitter.com/lennysan• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/—In this episode, we cover:(00:00) Welcome back, Jen!(04:38) The myth of the mid-market(08:08) Targeting tier-one logos(10:50) Vision-casting vs. problem-selling(15:35) The importance of high ACVs(20:45)  Don't play the small business game with an enterprise company(25:09) Design partners: the double-edged sword(28:11) Finding the right company(36:55) Enterprise sales: the art of the deal(43:21) The problem with channel partnerships(44:41) Quick summary(50:24) Hiring the right enterprise salespeople(56:49) Structuring sales compensation(01:01:01) Building relationships in enterprise sales(01:02:07) The art of cold outreach(01:07:31) Outbound tooling and AI(01:14:08) Lightning round and final thoughts—Referenced:• The ultimate guide to founder-led sales | Jen Abel (co-founder of JJELLYFISH): https://www.lennysnewsletter.com/p/master-founder-led-sales-jen-abel• Mario meme: https://www.linkedin.com/pulse/missing-meme-led-me-woman-johann-van-tonder-im6df• Kathy Sierra: https://en.wikipedia.org/wiki/Kathy_Sierra• Cursor: https://cursor.com• The rise of Cursor: The $300M ARR AI tool that engineers can't stop using | Michael Truell (co-founder and CEO): https://www.lennysnewsletter.com/p/the-rise-of-cursor-michael-truell• Justin Lawson on X: https://x.com/jjustin_lawson• Stripe: https://stripe.com• Building product at Stripe: craft, metrics, and customer obsession | Jeff Weinstein (Product lead): https://www.lennysnewsletter.com/p/building-product-at-stripe-jeff-weinstein• He saved OpenAI, invented the “Like” button, and built Google Maps: Bret Taylor on the future of careers, coding, agents, and more: https://www.lennysnewsletter.com/p/he-saved-openai-bret-taylor• OpenAI's CPO on how AI changes must-have skills, moats, coding, startup playbooks, more | Kevin Weil (CPO at OpenAI, ex-Instagram, Twitter): https://www.lennysnewsletter.com/p/kevin-weil-open-ai• Anthropic's CPO on what comes next | Mike Krieger (co-founder of Instagram): https://www.lennysnewsletter.com/p/anthropics-cpo-heres-what-comes-next• Linear: https://linear.app• Linear's secret to building beloved B2B products | Nan Yu (Head of Product): https://www.lennysnewsletter.com/p/linears-secret-to-building-beloved-b2b-products-nan-yu• Gemini: https://gemini.google.com• Microsoft Copilot: https://copilot.microsoft.com• How Palantir built the ultimate founder factory | Nabeel S. Qureshi (founder, writer, ex-Palantir): https://www.lennysnewsletter.com/p/inside-palantir-nabeel-qureshi• McKinsey & Company: https://www.mckinsey.com• Deloitte: https://www.deloitte.com• Accenture: https://www.accenture.com• Building a world-class sales org | Jason Lemkin (SaaStr): https://www.lennysnewsletter.com/p/building-a-world-class-sales-org• Peter Dedene on X: https://x.com/peterdedene• Hang Huang on X: https://x.com/HH_HangHuang• Hugo Alves on X: https://x.com/Ugo_alves• A step-by-step guide to crafting a sales pitch that wins | April Dunford (author of Obviously Awesome and Sales Pitch): https://www.lennysnewsletter.com/p/a-step-by-step-guide-to-crafting• Clay: https://www.clay.com• Apollo: https://www.apollo.io• Jason Lemkin on X: https://x.com/jasonlk• Gavin Baker on X: https://x.com/GavinSBaker• Jason Cohen on X: https://x.com/asmartbear• Baywatch on Prime Video: https://www.primevideo.com/detail/Baywatch/0NU9YS8WWRNQO1NZD5DOQ3I8W6• Playground: https://www.tryplayground.com• ClassDojo: https://www.classdojo.com• Jason Lemkin's post about Replit: https://x.com/jasonlk/status/1946069562723897802—Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.—Lenny may be an investor in the companies discussed. To hear more, visit www.lennysnewsletter.com

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 828: The AI Revolution in B2B: Insights from SaaStr CEO Jason Lemkin and SaaStr Chief AI Officer Amelia Lerutte, and Qualified's CEO and Founder Kraig Swensrud

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Nov 5, 2025 44:30


SaaStr 828: The AI Revolution in B2B: Insights from SaaStr CEO Jason Lemkin and SaaStr Chief AI Officer Amelia Lerutte, and Qualified's CEO Kraig Swensrud Join Kraig Swensrud, founder and CEO of Qualified, as he sits down with Jason Lemkin, CEO & Founder SaaStr, and Amelia LeRutte, Chief AI Officer at SaaStr. In this insightful discussion, they explore the current landscape of AI in business, including the challenges and opportunities of integrating AI agents into companies. From the importance of training to the pressures of staying ahead in AI adoption, this conversation offers actionable advice for both startups and established enterprises looking to innovate. Get ready to dive deep into the transformative power of AI in the go-to-market strategies and beyond.  --------------------- This episode is Sponsored in part by Salesforce: Connect data, automate busywork and empower teams like nobody's business with the one platform that grows with you, every step of the way. Learn how Salesforce works for Startups at salesforce.com/smb.  --------------------- This episode is Sponsored in part by Intercom: Fin is the #1 AI Agent for resolving complex queries like refunds, transaction disputes, and technical troubleshooting—all with speed and reliability. See how Fin can deliver the highest resolution rates and highest-quality customer experience at fin.ai/saastr. --------------------- If you're serious about B2B and AI, you need to be in London this December. SaaStr AI London is bringing together more than 2,000 leaders and founders for two days of practical advice on scaling into the new year.  We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, and all your favorite SaaS companies, including yours truly with Harry Stebbings for a live 20VC podcast. It'll be fun, and it's all in the heart of London.  Don't miss out: get your tickets with my exclusive discount by going to podcast.saastrlondon.com --------------------- Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.  With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.   But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.  Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 825: The State of AI + Software: Where It's Going - Fast

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Oct 22, 2025 49:17


In this comprehensive session, SaaStr CEO and Founder Jason Lemkin dives into the latest trends and developments in AI, particularly in the go-to-market (GTM) sector. The session outlines how innovative AI tools are transforming businesses, from AI SDRs and BDRs to forward-deployed engineers. Leaders in the industry are pushing the boundaries, showing higher growth rates and superior marketing efficiency. We also discuss the importance of hands-on deployment and training of AI tools to achieve success, and analyze the current and future impact of AI on B2B companies. Tune in for detailed insights and learn how to stay ahead in the rapidly evolving world of AI. --------------------- 

This episode is Sponsored in part by Salesforce:

 Connect data, automate busywork and empower teams like nobody's business with the one platform that grows with you, every step of the way. Learn how Salesforce works for Startups at salesforce.com/smb.   --------------------- This episode is Sponsored in part by Intercom:
 Fin is the #1 AI Agent for resolving complex queries like refunds, transaction disputes, and technical troubleshooting—all with speed and reliability. See how Fin can deliver the highest resolution rates and highest-quality customer experience at fin.ai/saastr.  --------------------- If you're serious about B2B and AI, you need to be in London this December.   SaaStr AI London is bringing together more than 2,000 leaders and founders for two days of practical advice on scaling into the new year.    We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, and all your favorite SaaS companies, including yours truly with Harry Stebbings for a live 20VC podcast. It'll be fun, and it's all in the heart of London.    Don't miss out: get your tickets with my exclusive discount by going to podcast.saastrlondon.com   ---------------------   Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.    With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.     But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.    Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 824: VC in the AI Era - Exactly What's Getting Funded, Why & When with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Oct 8, 2025 30:31


SaaStr 824: VC in the AI Era - Exactly What's Getting Funded, Why & When with SaaStr CEO and Founder Jason Lemkin In this episode, SaaStr CEO and Founder Jason Lemkin delves into the current state of venture capital (VC) funding, informed by data from over a thousand reviewed pitch decks and approximately 400,000 startup valuations on SaaStr AI. Learn about the latest trends, what VCs are looking for, and what it takes to secure funding in today's market. We'll discuss the performance metrics and benchmarks necessary for SaaS and AI startups and how AI-native companies are reshaping investment dynamics. Discover SaaStr AI's new tools, including pitch deck reviews and real-time valuation benchmarks, to help you understand where your startup stands and improve your funding prospects.   00:00 Introduction and Overview 00:41 VC Funding Trends and Insights 02:11 Top Quartile SaaS Benchmarks 03:14 AI Native Companies and Hypergrowth 08:00 Public vs. Private Company Growth Expectations 10:22 VC Funding Criteria and Expectations 15:35 SaaStr AI Tools and Resources 20:15 Practical Advice for Founders 26:26 Conclusion and Final Thoughts    --------------------- This episode of the SaaStr podcast is Sponsored by Salesforce: Connect data, automate busywork and empower teams like nobody's business with the one platform that grows with you, every step of the way. Learn how Salesforce works for Startups at salesforce.com/smb.  --------------------- This episode of the SaaStr podcast is Sponsored by Intercom:  Fin is the #1 AI Agent for resolving complex queries like refunds, transaction disputes, and technical troubleshooting—all with speed and reliability. See how Fin can deliver the highest resolution rates and highest-quality customer experience at fin.ai/saastr.  --------------------- If you're serious about B2B and AI, you need to be in London this December.   SaaStr AI London is bringing together more than 2,000 leaders and founders for two days of practical advice on scaling into the new year.    We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, and all your favorite SaaS companies, including yours truly with Harry Stebbings for a live 20VC podcast. It'll be fun, and it's all in the heart of London.    Don't miss out: get your tickets with my exclusive discount by going to podcast.saastrlondon.com   ---------------------   Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.    With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.     But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.    Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 823: Is GTM Really Dead?! with SaaStr CEO Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Oct 3, 2025 46:15


SaaStr 823: Is GTM Really Dead?! with SaaStr CEO Jason Lemkin In this episode, Jason Lemkin, SaaStr CEO and Founder, addresses common misconceptions about traditional go-to-market strategies in the age of AI. Despite claims that outbound marketing, SEO, and old-school tactics are dead, the speaker highlights how leading AI companies are successfully employing these methods with minor tweaks. Drawing from the success stories of OpenAI, Notion, Dialpad, and others, the presenter emphasizes the importance of high-quality content, dynamic sales tactics, and the unmatched potential of AI-driven tools like AI SDRs. He also discusses the necessity of providing substantial ROI from day one and urges marketers to reassess and improve their strategies rather than dismiss them as obsolete. Finally, practical advice is given on optimizing sales and marketing efforts to tap into the booming AI budget effectively.   This episode is sponsored by:   Fin is the #1 AI Agent for resolving complex queries like refunds, transaction disputes, and technical troubleshooting—all with speed and reliability. See how Fin can deliver the highest resolution rates and highest-quality customer experience at fin.ai/saastr.  This episode is sponsored by: You didn't create a startup to run a small business. Let Salesforce help you connect data, automate busywork and empower employees on the only platform you'll ever need, no matter how big you get. With smarter AI and built-in collaboration tools like Slack, the sky's the limit. Learn how Salesforce works for startups at salesforce.com/smb.   Hey everybody, SaaStr AI in London is this December and we're on track to completely sell out.    Join 2,000 B2B + AI leaders for two days of practical advice on scaling into the new year.  We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, and all your favorite SaaS companies, including yours truly with Harry Stebbings for a live 20VC podcast. It'll be fun, and it's all in the heart of London.  Don't miss out: get your tickets while you still can by going to podcast.saastrlondon.com

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 822: SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why with SaaStr CEO Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Sep 24, 2025 54:13


SaaStr 822: SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why with SaaStr CEO Jason Lemkin Join us in this comprehensive deep dive into the use of AI agents within SaaStr's operations, as requested by many of our followers.  Led by SaaStr CEO and Founder, Jason Lemkin, and SaaStr Chief AI Officer, Amelia Lerutte, we'll detail our journey from having no AI at the start of the year to utilizing 20 different AI agents, including 11 core ones that we rely on daily. Learn from our insights on our most utilized AI agents, their workings, actual data, and how we manage them for optimal results. Discover specific tools like Artisan, Qualified, Gamma, and Replit, and understand how they're integrated into our outbound, inbound, and sales processes. This episode also covers how we've internally developed AI-powered solutions for speaker application reviews, content review, startup valuation, and more. If you're interested in bringing intelligent automation to your business, this session offers practical advice and firsthand experiences to guide you on your AI journey. --------------------- This episode is brought to you by Intercom:   Fin is the #1 AI Agent for resolving complex queries like refunds, transaction disputes, and technical troubleshooting—all with speed and reliability. See how Fin can deliver the highest resolution rates and highest-quality customer experience at fin.ai/saastr.   --------------------- If you're serious about B2B and AI, you need to be in London this December.   SaaStr AI London is bringing together more than 2,000 leaders and founders for two days of practical advice on scaling into the new year.    We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, and all your favorite SaaS companies, including yours truly with Harry Stebbings for a live 20VC podcast. It'll be fun, and it's all in the heart of London.    Don't miss out: get your tickets with my exclusive discount by going to podcast.saastrlondon.com   ---------------------   Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.    With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.     But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.    Lock in your spot today by going to podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 820: The Complete Guide to Vibe Coding Without a Developer with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Sep 12, 2025 54:25


SaaStr 820: The Complete Guide  to Vibe Coding  Without a Developer with SaaStr CEO and Founder Jason Lemkin Join us in this episode as we dive into the world of vibe coding with a prosumer approach. SaaStr CEO and Founder Jason Lemkin shares his extensive journey of building production-ready applications without a developer, using platforms like Replit and Lovable. From initial excitement to hard-earned lessons, learn about the strengths, challenges, and key takeaways from creating and deploying vibe-coded apps. Discover why the hype around 'building an app in 20 minutes' is often misleading, and understand the importance of thorough planning, competitive research, and mastering your platform. Whether you're a founder, aspiring app creator, or tech enthusiast, this episode will provide valuable insights into the future of no-code and low-code development.   ----------------------- This episode is sponsored by Intercom  Fin is the #1 AI Agent for resolving complex queries like refunds, transaction disputes, and technical troubleshooting—all with speed and reliability. See how Fin can deliver the highest resolution rates and highest-quality customer experience at fin.ai/saastr. --------------------- If you're serious about B2B and AI, you need to be in London this December 2nd and 3rd.   SaaStr AI London is bringing together more than 2,000 leaders and founders for two days of practical advice on scaling into the new year.    We'll have speakers flying in from OpenAI, Wiz, Clay, Intercom, and all your favorite SaaS companies, including yours truly with Harry Stebbings for a live 20VC podcast. It'll be fun, and it's all in the heart of London.    Don't miss out: get your tickets with my exclusive discount by going to podcast.saastrlondon.com   ---------------------   Hey everybody, the biggest B2B + AI event of the year will be back - SaaStr AI in the SF Bay Area, aka the SaaStr Annual, will be back in May 2026.    With 68% VP-level and above, 36% CEOs and founders and a growing 25% AI-first professional, this is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.     But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait.    Lock in your spot today by going to podcast podcast.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

The Revenue Formula
Conversation: What's Overhyped and Underrated in Revenue today (w/ Todd Busler, CEO of Champify)

The Revenue Formula

Play Episode Listen Later Sep 3, 2025 56:57


AI SDRs, pipeline starvation, and overhyped tools dominate today's revenue conversations. But how much of it actually works in practice?Toni sits down with Todd Busler, CEO of Champify, to cut through the noise. They dig into the reality of AI in sales, the pressure to chase shiny tools, and why short-term thinking is breaking go-to-market strategy. Todd also shares the underestimated challenges of founding a company and where he sees real opportunities for growth.(00:00) - Introduction (01:11) - Todd's Journey to Founding Champify (06:48) - Challenges in Go-to-Market Strategies (10:44) - The Reality of AI SDRs (13:42) - Cost-Cutting with AI (18:11) - Jason Lemkin's AI Insights (21:14) - Overhyped Tools? (26:45) - The Short-Term Pressure in Go-to-Market (30:27) - Zombie Unicorns and Market Realities (32:05) - Trends in Cold Calling and Power Dialers (34:42) - The Rise of In-Person Events (36:50) - Navigating the Confusing Tooling Landscape (42:02) - The Challenges of Starting a Company (47:18) - The Pressure of Venture Capital (54:42) - Closing Thoughts (56:00) - Next Week: Antoine Fort, CEO of Qobra

Sunny Side Up
Ep. 555 | Driving growth with smarter AI and stronger CX strategies

Sunny Side Up

Play Episode Listen Later Aug 28, 2025 34:23


In this episode of OnBase, host Chris Moody sits down with Phil Hernandez and Tina Katic-Michalos to explore how organizations can rethink their go-to-market strategies in the era of AI. They discuss the misconceptions surrounding AI adoption, the critical role of clean data, and how to maintain human connection while embracing automation.Phil and Tina share real-world insights from leading transformations across industries—covering everything from AI-native sales teams to alignment across marketing, sales, and customer success. They also highlight the importance of building customer journeys, experimenting with AI tools, and setting KPIs that truly drive impact.Whether you're navigating sales enablement, operational alignment, or the chaos of AI-driven change, this episode offers actionable steps to stay ahead.Key TakeawaysAI isn't a silver bullet: Without clean, structured data, AI only amplifies dysfunction. Human oversight is essential to make it effective.Customer journeys drive alignment: Mapping end-to-end journeys helps unify marketing, sales, and customer success around shared KPIs.AI must enhance—not replace—human touch: Leaders must balance automation with authentic connections to maintain trust.Becoming AI-native is critical: Teams need exposure, training, and comfort with AI before embedding it into processes.Focus on the right metrics: Identify true north-star KPIs and align the entire go-to-market team, avoiding vanity metrics.Experiment and iterate: With AI capabilities evolving rapidly, leaders should embrace experimentation and test new use cases.Quotes“If you haven't built out your customer journey, you don't know where AI fits. Start there, then enhance.” – Phil Hernandez“This is the perfect time to rethink GTM strategies—AI is still new, and the room for trial and error is huge.” – Tina Katic-MichalosBest Moments (02:26) – Why leaders must rethink go-to-market strategies now.(05:08) – Tina breaks down misconceptions: clean data and humans-in-the-loop.(09:20) – Phil explains balancing AI adoption with authentic human connection.(11:40) – Tina outlines how shared KPIs and customer journeys unite sales and marketing.(15:36) – Real-world example: AI-driven lead scoring boosts conversion by 30%.(19:12) – Phil on getting teams “AI-native” and overcoming resistance.(22:22) – Actionable steps: demos, data hygiene, experimentation.(26:29) – Phil's advice: focus on KPIs that truly matter, cut the noise.Resource recommendationsBooksAtomic Habits by James Clear – plus his insightful newsletter.Influence: Science and Practice by Robert Cialdini – a classic on understanding customer psychology.PodcastsMarketing SpeakShout-OutsStephan Spencer, SEO Expert, Author, and Speaker.Sara McNamara, Founding Revenue Operations & GTM Strategy Lead.Jason Lemkin, Sasstr founderBrian LaManna, Enterprise Account Executive, Gong.Kyle Coleman, Global VP Marketing, ClickUpAbout the GuestsTina Katic-MichalosTina Katic-Michalos is Sr. Director of Demand Generation at TaskUs, where she drives measurable growth by transforming complex revenue operations into streamlined, scalable systems. With more than a decade in B2B marketing, she has deep expertise in pipeline management and process optimization, consistently delivering outcomes that accelerate revenue performance.Connect with Tina.Phil HernandezPhil Hernandez is Vice President of Sales Services at TaskUs, bringing nearly 20 years of experience in shaping go-to-market strategy, designing organizational structures, and leading revenue growth. His background spans P&L ownership, forecasting, customer operations, and M&A integration, with a proven track record of building scalable organizations and driving long-term growth.Connect with Phil.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 817: What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Aug 27, 2025 48:04


SaaStr 817: What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin In this Q&A session from SaaStr Annual, Jason Lemkin delivers hard truths about how AI is reshaping the entire SaaS landscape. No sugarcoating, no feel-good platitudes - just the brutal reality of what's happening to B2B companies right now. What You'll Learn: Why 80% of B2B investors now only do AI deals (and what that means for traditional SaaS) The real reason $100M revenue companies are suddenly hitting growth walls Why VCs have shifted from seeking billion-dollar to trillion-dollar outcomes How the "triple-triple-double-double" growth model died in 18 months Why you need to go multi-product by $10M revenue (not $100M) The downward death spiral killing SaaS companies that aren't adapting Specific tactics for surviving when your go-to-market playbook stops working Key Moments: A founder admits he's "terrified" of AI - Jason's response will surprise you Why vertical SaaS is becoming the only "safe haven" The harsh math on fundraising when you're not AI-first How brand marketing is changing as search moves from Google to ChatGPT Why working "twice as hard and four times smarter" isn't optional anymore Raw Founder Questions Answered: "How do I fundraise when I'm not AI-first?" "Is triple-double-double still attractive to investors?" "Should my sales team experiment with AI?" "How many resources should we devote to becoming AI-first?" This isn't your typical conference recap. It's 90 minutes of unvarnished insights from founders in the trenches, dealing with the AI disruption in real-time. Jason doesn't hold back on what's working, what's broken, and what you need to do differently starting tomorrow. Perfect for: SaaS founders, revenue leaders, and anyone trying to navigate the AI transformation of B2B software. ------------------   Hey everybody, SaaStr AI's next stop takes us to London on December 2nd and 3rd!   It's Christmas with SaaStr and 2,000 of the best SaaS and AI leaders.    The biggest names will be there. The best networking.    Early adopter tickets are selling faster than we expected. So don't wait. With only 5 months until the event, we expect this year's SaaStr London event to sell out to capacity.    Use my code jason20pod for exclusive savings. Get your tickets now at podcast.saastrlondon.com or use code jason20pod at checkout.   SaaStr AI London – where SaaS Meets AI in London. See you there. --------------------------------------------------- Hey everybody, SaaStr Annual will be back in May of 2026.  The world's largest SaaS + AI gathering for executives. Just this May we hosted: 10,000 attendees with 68% VP-level and above, 36% CEOs and founders and a growing 25% were AI-first professionals. This is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.  But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait. Lock in your spot today. Use my code JASON100 for exclusive savings. Get your tickets at podcast.saastrannual.com or use code JASON100 at checkout.  SaaStr Annual 2026. We'll see you there.     

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 816: PLG to Enterprise to SMB: Insights from Calendly's CEO

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Aug 20, 2025 31:48


Join us as Jason Lemkin, CEO, and Founder of SaaStr, sits down with Tope Awotona, CEO, and founder of Calendly for an insightful AMA session. They discuss Calendly's journey, their success in the Product-Led Growth (PLG) domain, and how it balances self-serve with enterprise sales strategies. Tope shares candid lessons learned from growing Calendly, from managing customer acquisition costs to aligning product development with customer needs. The conversation also delves into how Calendly plans to integrate AI to enhance user productivity and manage meetings more efficiently. This episode is packed with valuable insights for founders, CEOs, and anyone interested in SaaS growth strategies. ------------------   Hey everybody, SaaStr Annual will be back in May of 2026.  The world's largest SaaS + AI gathering for executives. Just this May we hosted: 10,000 attendees with 68% VP-level and above, 36% CEOs and founders and a growing 25% were AI-first professionals. This is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.  But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait. Lock in your spot today. Use my code JASON100 for exclusive savings. Get your tickets at podcast.saastrannual.com or use code JASON100 at checkout.  SaaStr Annual 2026. We'll see you there

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 813: From Startup to $11B: ServiceTitan's CRO Breaks Down Their Sales Playbook

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jul 30, 2025 32:39


In this session, CRO of ServiceTitan, Ross Biestman, and Chemistry's Managing Partner and Co-Founder, Kristina Shen, discuss ServiceTitan's founding principles and growth from a small company to a $11 billion vertical SaaS leader. Together they cover ServiceTitan's mission-driven approach, and its successful adoption of AI for operational efficiency. Ross shares personal anecdotes about customer interactions and pivotal moments leading to ServiceTitan's massive success. The episode underscores the importance of on-site customer interactions and the role of AI and disciplined expansion in their growth strategy. ------------------ This episode of the SaaStr podcast is sponsored by: get.tech The best .coms are taken or overpriced. So you settle on a workaround domain for your website. Don't compromise. Get a clean, sharp .tech domain that instantly says: this is a tech startup. Grab yours at get.tech/saastr or via domain registrars like GoDaddy. ------------------ Hey everybody, SaaStr AI's next stop takes us to London on December 2nd and 3rd! It's Christmas with SaaStr and 2,000 of the best SaaS and AI leaders. The biggest names will be there. The best networking.  Early adopter tickets are selling faster than we expected. So don't wait. With only 5 months until the event, we expect this year's SaaStr London event to sell out to capacity.  Use my code jason20pod for exclusive savings. Get your tickets now at podcast.saastrlondon.com or use code jason20pod at checkout. SaaStr AI London – where SaaS Meets AI in London. See you there. ------------------ Hey everybody, SaaStr Annual will be back in May of 2026.  The world's largest SaaS + AI gathering for executives. Just this May we hosted: 10,000 attendees with 68% VP-level and above, 36% CEOs and founders and a growing 25% were AI-first professionals. This is the very best of the best S-tier attendees and decision makers that come to SaaStr each year.  But here's the reality, folks: the longer you wait, the higher ticket prices can get. Early bird tickets are available now, but once they're gone, you'll pay hundreds more so don't wait. Lock in your spot today. Use my code JASON100 for exclusive savings. Get your tickets at podcast.saastrannual.com or use code JASON100 at checkout. 

Marketing Against The Grain
How to Vibe Code Tools That Actually Grow Your Business

Marketing Against The Grain

Play Episode Listen Later Jul 22, 2025 25:47


Want our 10 Vibe Code Prompts? Get it here: https://clickhubspot.com/aeh Ep. 345 Is “vibe coding” the most addictive and important new skill for marketers in 2025? Kieran dives into how any marketer can quickly build lightweight tools and apps using AI and no-code platforms like ChatGPT, Perplexity Labs, and Replit. Learn more on defining your ICP (ideal customer profile) in record time, generating powerful code-powered lead magnets, and why building product demos and interactive experiences is now the ultimate way to attract and convert your audience. Mentions ChatGPT https://chatgpt.com/ Perplexity https://www.perplexity.ai/ Replit https://replit.com/ Lovable https://lovable.dev/ Jason Lemkin https://x.com/jasonlk Get our guide to build your own Custom GPT: https://clickhubspot.com/customgpt We're creating our next round of content and want to ensure it tackles the challenges you're facing at work or in your business. To understand your biggest challenges we've put together a survey and we'd love to hear from you! https://bit.ly/matg-research Resource [Free] Steal our favorite AI Prompts featured on the show! Grab them here: https://clickhubspot.com/aip We're on Social Media! Follow us for everyday marketing wisdom straight to your feed YouTube: ​​https://www.youtube.com/channel/UCGtXqPiNV8YC0GMUzY-EUFg  Twitter: https://twitter.com/matgpod  TikTok: https://www.tiktok.com/@matgpod  Join our community https://landing.connect.com/matg Thank you for tuning into Marketing Against The Grain! Don't forget to hit subscribe and follow us on Apple Podcasts (so you never miss an episode)! https://podcasts.apple.com/us/podcast/marketing-against-the-grain/id1616700934   If you love this show, please leave us a 5-Star Review https://link.chtbl.com/h9_sjBKH and share your favorite episodes with friends. We really appreciate your support. Host Links: Kipp Bodnar, https://twitter.com/kippbodnar   Kieran Flanagan, https://twitter.com/searchbrat  ‘Marketing Against The Grain' is a HubSpot Original Podcast // Brought to you by Hubspot Media // Produced by Darren Clarke.

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 809: Why Enterprise AI Adoption Is Moving 5-10X Faster Than Cloud with Box's CEO and Co-Founder, IBM's VP for AI and SaaStr's CEO and Founder

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jul 2, 2025 38:13


SaaStr 809: Why Enterprise AI Adoption Is Moving 5-10X Faster Than Cloud with Box's CEO and Co-Founder, IBM's VP for AI and SaaStr's CEO and Founder This conversation between Aaron Levie, CEO & Co-Founder of Box, Raj Datta, Global Vice President for Software and A.I. Partnerships at IBM and Jason Lemkin, CEO and Founder of SaaStr, covers the evolution from chat interfaces to digital labor models, the integration of AI to automate complex tasks, and the emergence of new paradigms for businesses deploying AI agents. Key topics include the distinction between AI agents and assistants, the development of proprietary data models, and the rapid pace of AI adoption. With real-world examples from companies like IBM and Box, this session offers insights into how AI is reshaping software ecosystems, enhancing enterprise capabilities, and potentially redefining market moats. ------------------ This episode of the SaaStr podcast is sponsored by: Attention.com   Tired of listening to hours of sales calls? Recording is yesterday's game. Attention.com unleashes an army of AI sales agents that auto-update your CRM, build custom sales decks, spot cross-sell signals, and score calls before your coffee's cold. Teams like BambooHR and Scale AI already automate their Sales and RevOps using customer conversations. Step into the future at attention.com/saastr   ------------------   Hey everyone, we just hosted 10,000 of you at the SaaStr Annual in the SF Bay Area, and now get ready, because SaaStr AI is heading to London! On December 2nd and 3rd, we're bringing SaaStr AI to the heart of Europe. This is your chance to connect with 2,500+ SaaS and AI executives, founders, and investors, all sharing the secrets to scaling in the age of AI.   Whether you're a founder, a revenue leader, or an investor, SaaStr AI in London is where the future of SaaS meets the power of AI. And we just announced tickets and sponsorships, so don't wait! Head to SaaStrLondon.com to grab yours and join us this December in London. SaaStr AI in London —where SaaS meets AI, and the next wave of innovation begins. See you there!

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 807: Snowflake's CEO on the AI Data Cloud, Partner Strategy, and What's Next

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jun 18, 2025 39:44


SaaStr 807: Snowflake's CEO on the AI Data Cloud, Partner Strategy, and What's Next Join Sridhar Ramaswamy, CEO of Snowflake, and Jeremy Burton, CEO of Observe, in a comprehensive discussion led by SaaStr CEO & Founder, Jason Lemkin. Discover the inner workings of Snowflake's Board, the dynamics of strategic partnerships, and the evolving role of AI in data management. Learn how Snowflake aims to be the AI Data Cloud and how Observe integrates with Snowflake to provide scalable analytics. With detailed insights into the partnership strategies, future technological trends, and success stories, this conversation offers a blueprint for leveraging AI and data to drive business value. Don't miss out on the valuable lessons and future predictions shared by these industry leaders. ----------------- This episode of the SaaStr podcast is sponsored by: Attio This episode is brought to you by Attio — the AI-native CRM. Connect your email, and Attio instantly builds a powerful CRM - with every company, contact and interaction you've ever had. Get 15% off your first year at https://attio.com/saastr  ------------------ This episode of the SaaStr podcast is sponsored by: Attention.com Tired of listening to hours of sales calls? Recording is yesterday's game. Attention.com unleashes an army of AI sales agents that auto-update your CRM, build custom sales decks, spot cross-sell signals, and score calls before your coffee's cold. Teams like BambooHR and Scale AI already automate their Sales and RevOps using customer conversations. Step into the future at attention.com/saastr ------------------ Hey everyone, we just hosted 10,000 of you at the SaaStr Annual in the SF Bay Area, and now get ready, because SaaStr AI is heading to London! On December 2nd and 3rd, we're bringing SaaStr AI to the heart of Europe. This is your chance to connect with 2,500+ SaaS and AI executives, founders, and investors, all sharing the secrets to scaling in the age of AI. Whether you're a founder, a revenue leader, or an investor, SaaStr AI in London is where the future of SaaS meets the power of AI. And we just announced tickets and sponsorships, so don't wait! Head to SaaStrLondon.com to grab yours and join us this December in London. SaaStr AI in London —where SaaS meets AI, and the next wave of innovation begins. See you there!  

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 806: How The Smartest Founders Are Already Winning with AI: SaaStr CEO Jason Lemkin on My First Million

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jun 15, 2025 45:53


SaaStr 806: How The Smartest Founders Are Already Winning with AI: SaaStr CEO Jason Lemkin on My First Million  SaaStr CEO and Founder Jason Lemkin recently returned to HubSpot's My First Million Podcast with Sam Parr and Shaan Puri to do a deep dive on AI and SaaS. It was a fun one because we approached it more from a content creator and end-user perspective than from a software builder perspective. Together they discuss various applications of AI in content creation, customer support, and business advice, highlighting unexpected use cases and the potential for AI to surpass human capabilities. Jason also provides a candid look at the future of startups, the challenges of VC investment, and the evolving landscape of tech-driven by AI. Whether you're a startup founder, investor, or tech enthusiast, this episode is packed with valuable lessons and forward-thinking perspectives. ------------------   This episode of the SaaStr podcast is sponsored by: Attio This episode is brought to you by Attio — the AI-native CRM. Connect your email, and Attio instantly builds a powerful CRM - with every company, contact and interaction you've ever had. Get 15% off your first year at https://attio.com/saastr   --------------------   This episode of the SaaStr podcast is sponsored by: Attention.com Tired of listening to hours of sales calls? Recording is yesterday's game. Attention.com unleashes an army of AI sales agents that auto-update your CRM, build custom sales decks, spot cross-sell signals, and score calls before your coffee's cold. Teams like BambooHR and Scale AI already automate their Sales and RevOps using customer conversations. Step into the future at attention.com/saastr   --------------------------------------------------------------------------------------------

My First Million
How the Smartest Founders Are Quietly Winning with AI

My First Million

Play Episode Listen Later Jun 4, 2025 78:43


Episode 713: Sam Parr ( https://x.com/theSamParr ) and Shaan Puri ( https://x.com/ShaanVP ) talk to Jason Lemkin ( https://x.com/jasonlk ) about cloning yourself with AI and how ChatGPT will be the end of incumbent apps.  — Show Notes: (0:00) AI body doubles Users tell AI things they won't tell humans (15:15) The incumbents are dying (27:25) Inside the office of OpenAI (34:12) How to be an AI billionaire (44:40) The story of Saastr (55:49) Being a relentless recruiter (58:52) Seeing through the fog of war (1:07:53) The future of work for gen alpha — Links: • Want Sam's playbook to turn ChatGPT into your executive coach? Get it here: https://clickhubspot.com/ejv • Saastr - https://www.saastr.com/  • Delphi - https://www.delphi.ai/ • Windsurf - https://windsurf.com  • Coursiv - https://coursiv.io/  • Lovable - https://lovable.dev/  • Higsfield - http://higsfield.ai/  — Check Out Shaan's Stuff: • Shaan's weekly email - https://www.shaanpuri.com  • Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents. • Mercury - Need a bank for your company? Go check out Mercury (mercury.com). Shaan uses it for all of his companies! Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 804: AI and The Future of Sales, Marketing & CS with HubSpot CEO Yamini Rangan

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Jun 4, 2025 52:00


SaaStr 804: AI and The Future of Sales, Marketing & CS with HubSpot CEO Yamini Rangan Join us as HubSpot's CEO Yamini Rangan delves into the dynamic landscape of SaaS, discussing the rapid transformations driven by AI. In this insightful session, Yamini shares her experience with pivoting HubSpot's roadmap after the advent of ChatGPT, the increasing role of AI in product development, and the evolving customer expectations. Gain valuable insights into creating urgency, leveraging AI to enhance productivity, and the importance of a unified partner ecosystem. Perfect for entrepreneurs and SaaS founders, this episode underscores the necessity of adaptability, curiosity, and a growth mindset in today's tech industry. -------------------------------------------------------------------------------------------- This episode of the SaaStr podcast is sponsored by: Attio This episode is brought to you by Attio — the AI-native CRM. Connect your email, and Attio instantly builds a powerful CRM - with every company, contact and interaction you've ever had. Get 15% off your first year at https://attio.com/saastr -------------------------------------------------------------------------------------------- -------------------------------------------------------------------------------------------- This episode of the SaaStr podcast is sponsored by: Attention.com Tired of listening to hours of sales calls? Recording is yesterday's game. Attention.com unleashes an army of AI sales agents that auto-update your CRM, build custom sales decks, spot cross-sell signals, and score calls before your coffee's cold. Teams like BambooHR and Scale AI already automate their Sales and RevOps using customer conversations. Step into the future at attention.com/saastr   --------------------------------------------------------------------------------------------

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 803: AI, Sales + GTM in 2025/2026: This Really Changes Everything with SaaStr CEO and Founder Jason Lemkin and Owner CRO Kyle Norton

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later May 28, 2025 59:20


SaaStr 803: AI, Sales + GTM in 2025/2026: This Really Changes Everything with SaaStr CEO and Founder Jason Lemkin and Owner CRO Kyle Norton In this engaging session, we dive deep into how AI is transforming the sales landscape, featuring a conversation between SaaStr CEO and Founder Jason Lemkin and Kyle Norton, the Chief Revenue Officer of Owner, a company recently valued at over a billion dollars. The discussion covers Kyle's background and his insights into implementing AI in sales operations, the challenges and benefits of using AI tools, and the critical importance of a curiosity-driven approach to technology among sales leaders. Key topics include the integration of AI in SMB sales, the future of sales professional roles, and the necessity of continuous improvement and adoption of AI tools. The conversation also touches on the need for creating a seamless customer journey through AI and human interface, managing hybrid teams of AI and sales reps, and the potential for AI to close deals. Essential for anyone interested in the intersection of AI and sales, this session offers practical strategies and forward-looking perspectives. --------------------------------------------------------------------------------------------   Tired of listening to hours of sales calls? Recording is yesterday's game. Attention.com unleashes an army of AI sales agents that auto-update your CRM, build custom sales decks, spot cross-sell signals, and score calls before your coffee's cold. Teams like BambooHR and Scale AI already automate their Sales and RevOps using customer conversations. Step into the future at attention.com/saastr   -------------------------------------------------------------------------------------------- --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 802: SaaS + AI: It's Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later May 21, 2025 34:02


SaaStr 802: SaaS + AI: It's Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin Join SaaStr CEO and Founder Jason Lemkin in this compelling podcast that was recorded live from SaaStr Annual, as he discusses the rapid transformation in the SaaS industry driven by AI advancements. Reflecting on changes since last September, Jason emphasizes the necessity for SaaS leaders and companies to move faster, re-skill their teams, and adopt AI-first strategies to stay competitive. Hear real-world examples of how AI is revolutionizing sales, customer support, and coding productivity, leading to significant industry shifts. This session is a call to action with a message of tough love: adapt quickly, be relentless, and work harder to navigate the evolving landscape and ensure continued success. --------------------------------------------------------------------------------------------   Tired of listening to hours of sales calls? Recording is yesterday's game. Attention.com unleashes an army of AI sales agents that auto-update your CRM, build custom sales decks, spot cross-sell signals, and score calls before your coffee's cold. Teams like BambooHR and Scale AI already automate their Sales and RevOps using customer conversations. Step into the future at attention.com/saastr   --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------  

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 801: AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Chair, CEO & Co-Founder of Salesforce

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later May 2, 2025 47:11


SaaStr 801: AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Chair, CEO & Co-Founder of Salesforce Join us for as SaaStr CEO and Founder Jason Lemkin sits down for a conversation with Mark Benioff, the CEO, Chair and Co-Founder of Salesforce. Together, we delve into the practical applications of AI in the B2B space. With 40 billion under Salesforce's belt, this discussion sheds light on how AI is transforming enterprise software. Learn about Salesforce's major acquisitions like Tableau and Slack, the evolution of their product offerings, and how they seamlessly integrate AI with business intelligence and analytics. Mark also shares insights on the strategic direction of Salesforce, the significance of data management, and the role of AI assistants in revolutionizing customer service and product development. Tune in for a glimpse into the future of enterprise software and the impactful initiatives driven by Salesforce. -----------------  Hey everybody. SaaStr Annual is almost here. It's May 13th to the 15th, right here in the SF Bay, the heart of the AI Revolution, and you've gotta be part of it in B2B and be it SaaStr 2025. We'll have an incredible line above speakers, the best in SaaS and AI. From HubSpot and Perplexity from Anthropic, to OpenAI, from Snowflake to Cursor, to Google Coud, to Box to IBM and more. We'll have AI matchmaking for founders and investors for the first time,  and we'll have over 1,000+ C-level executives at our VIP summits. It's gonna be great. So we'll see you there. If you want to come in person, use my code Jason20 before tickets sell out.  And we'll see anyone that can't make it in person on our live streams. It'll be all over my Twitter and LinkedIn and everywhere. May 13th to the 15th 2025. It's gonna rock. --------------------------------------------------------------------------------------------  Hey, are you tired of listening to hours and hours of sales calls? Recording is yesterday's game, folks. Yesterday's game attention.com unleashes an army of AI sales agents that auto update your CRM build custom sales decks. Spot cross-sale signals and score calls even before the coffee cold. Teams like Bamboo, HR, and scale AI already automate their sales and rev ops using customer conversations. Step into the future at attention.com/saastr. ------------------------------------------------------------------------------------------- Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 800: 10 Ways AI Is Going to Change Sales. For Real with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Apr 25, 2025 63:39


SaaStr 800: 10 Ways AI Is Going to Change Sales. For Real with SaaStr CEO and Founder Jason Lemkin

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch
20VC: Why Seed is for Suckers | a16z's $20BN Fund & Founders Fund's $4.6BN: What Makes Them So Good | Why Josh Kushner Is the Master of Venture Capital Strategy | Why Extended Private Markets Screw US Citizens with Jason Lemkin and Rory O'Driscoll

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

Play Episode Listen Later Apr 17, 2025 89:27


Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more.  Rory O'Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. In Today's Episode We Discuss: 04:23 What is Wrong with Billionaires on Twitter: Are They Depressed? 08:49 Why Does product Market Fit Mean Less Than Ever 11:50 Why is Venture Capital More Risky Than Ever and No One is Discussing It 16:17 Will Private Equity Save a Generation of SaaS Companies and VCs 23:53 a16z's $20BN Fund: Seriously? 31:29 Why Josh Kushner and Thrive Capital are Masters of the World 38:21 Why is Seed Investing for Suckers 45:49 Why Are $50 Million Seed Funds Useless 46:21 Founders Fund Raises $4.6BN: Analysis 52:00 How WIll LPs Change Their Approach to Venture in the Next Five Years 59:53 When Will IPOs Comeback? 01:09:15 Why Does it Not Make Sense for the Best Companies to IPO 01:09:51 Lost Ethics and Morals in Founder Secondaries and Term Sheets 01:22:58 Quickfire: OpenAI, Cursor, Deel vs Rippling      

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 798: The Top 10 Reasons to Come to 2025 SaaStr Annual May 13-15 in SF Bay with SaaStr CEO Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Apr 11, 2025 15:53


SaaStr 798: The Top 10 Reasons to Come to 2025 SaaStr Annual May 13-15 in SF Bay with SaaStr CEO Jason Lemkin SaaStr Annual is almost here! And we delve into the key reasons why you should attend SaaStr Annual 2025, happening from May 13th to 15th in the SF Bay Area. Learn about the unparalleled networking opportunities, including opt-in one-on-one meetings, braindates, and C-level summits. Discover how the event can help you meet potential C-suite hires and VCs, and stay ahead of the latest in B2B SaaS, Cloud, and AI through hundreds of workshops and sessions. Don't miss out on the chance to be inspired by top industry leaders and get actionable insights for your business. -------------------------------------------------------------------------------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch
20VC: The Daily Deal: Coreweave IPO | Scale Hits $25BN on $2BN EOY Revenue | Sequoia's 25x Return on Wiz | Tech Stocks Tank with Tariffs | Cursor: Defensible or Dangerous Example of Lost Moats in Tech

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

Play Episode Listen Later Apr 3, 2025 87:18


Welcome to The Daily Deal — the new show with Harry Stebbings and Jason Lemkin, where we break down the biggest stories in tech, venture, and B2B. From market meltdowns to billion-dollar raises, wild valuations, and the drama behind the deals. We're covering it all! Plus, we'll be joined by some incredible guests to go deeper on the moves shaping the future of our industry.  Today we discuss:  Tech stocks were hammered in late trading today in response to the Trump administration's plans to levy tariffs of between 10% and 49% on imported goods, with Apple shares falling more than 6%. Rippling Deal: Illegal or Hustle? Emergence Raises $1B for B2B Investments Cursor, Replit, Windsurf: Who Wins? Lots of gen AI startups are crossing into the $100M ARR club. The latest entrant is talent marketplace Mercor, last valued at $2B. Is triple triple double double dead? ScaleAI at $25B: Pricey or Potential?  Discussion with Bhavin Shah @ Moveworks: ServiceNow Acquires Moveworks for $2.5B: AI Craze Continues Sequoia Makes 25x on Wiz: Is M&A Open Again? USD Stablecoin issuer Circle has filed to go public. The company, which has raised $1.2 billion in VC money, reported $1.7 billion in 2024 revenue, with $155.7 million in net income. Oracle Cloud Revenue Up 23%: Old Guard Wins in AI? Salesforce Customers Love AgentForce, But Will They Pay? Dustin Moskovitz Retires from Asana: Is SaaS Too Tough? Discussion with Andrew Feldman @ Cerebras: Coreweave's Redemption Provision: A Time Bomb for Coatue? Can OpenAI's $12B Deal Save Coreweave from $5B Loss? OpenAI Won't Profit Until $127B in Annual Revenue A lot of young founders raising big in chips; bullish or bullshit?    

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 797: GTM in 2025: How It's Changed, How It's Changing, and What Hasn't Changed (Yet) with Jason Lemkin and Sam Blond

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Apr 2, 2025 62:37


Join Jason Lemkin and Sam Blond as they discuss the evolving role of AI in sales and marketing. Featuring insights from SaaStr's CRO Confidential Series with Rippling, Databricks, and Toast, this episode explores how AI is reshaping the sales landscape. Learn about the impact of AI on productivity, the effectiveness of cold calls, and how technical sales require specific expertise. Don't miss out on these valuable lessons and real-world examples from top industry leaders!   --------------------------------------------------------------------------------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 796: The Secrets Inside Google Cloud's Growth with Sarah Kennedy, Vice President Google Cloud Marketing

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Mar 26, 2025 36:01


SaaStr 796: The Secrets Inside Google Cloud's Growth with Sarah Kennedy, Vice President Google Cloud Marketing   In our latest episode of the SaaStr What's New series, SaaStr CEO and founder Jason Lemkin spoke with Sarah Kennedy, VP of Google Cloud Marketing. The conversation explores the explosive growth of Google Cloud and what's driving this momentum. Kennedy highlights the critical role AI plays in their success, from Google's world-class infrastructure to the cutting-edge AI models like Vertex AI and Gemini. We dive into the specifics of why startups and enterprises are increasingly choosing Google Cloud, the importance of customer-centric strategies, and the shift towards developer-led decisions. We also explore Google Cloud's major partnership with Salesforce and how AI and security are transforming business strategies. Tune in for insights on how Google Cloud is shaping the future of AI and stay ahead of the curve with expert tips on leveraging these technologies for your business. -------------------------------------------------------------------------------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 795: The AI Impact on Banking and Finance with CEO and Co-founder at Treasury Prime, Chris Dean

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Mar 19, 2025 39:32


SaaStr 795: The AI Impact on Banking and Finance with CEO and Co-founder at Treasury Prime, Chris Dean Join SaaStr CEO and Founder Jason Lemkin and Chris Dean from Treasury Prime as they delve into the intricate world of Banking as a Service (BaaS) and FinTech. The discussion spans a host of critical topics, including the fallout from Silicon Valley Bank, the complexities of reconciliation, Synapse and Evolve's banking controversy, and the evolving financial landscape. They also explore the resurgence of FinTech, the impact of AI on banking operations, and Treasury Prime's upcoming AI-powered operational tools. A must-watch for anyone interested in the future of banking and financial technology.    ----------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   ------------------------------------

Founder's Journal
7 tactics for non-cringy sales

Founder's Journal

Play Episode Listen Later Mar 12, 2025 21:34


Episode 141: Alex shares why sales is king of the hill in entrepreneurship & how you can be great at it.Here's what to expect: Why sales is misbranded Why sales is a founder's most important skill 7 tactics Alex used to sell at Morning Brew Tactics from 3 startup sales experts — Show Notes: (0:00) A note from our sponsor (2:26) Welcome back to Founder's Journal (3:03) The Misconception of Sales (4:21) The Role of Sales in Entrepreneurship (7:50) Seven Effective Sales Tactics (17:26) Expert Sales Tips (20:40) Conclusion and Listener Engagement — Thanks to our presenting sponsor, Gusto. Head to www.gusto.com/alex — Episode Links: • Naval tweet: https://x.com/naval/status/1002104154737684480 • Jen Abel X thread: https://x.com/jjen_abel/status/1869530668054564866 • Jason Lemkin article: https://www.saastr.com/what-is-the-best-sales-advice-you-can-give/Check Out Alex's Stuff: • storyarb - https://www.storyarb.com/ • growthpair - https://www.growthpair.com/ • CTA - https://www.creatortalentagency.co/ • X - https://x.com/businessbarista • Linkedin - https://www.linkedin.com/in/alex-lieberman/ Learn more about your ad choices. Visit megaphone.fm/adchoices

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 793: The 10-Point Checklist For When You Sell Your Company with David Frankel Managing Partner at Founder Collective and SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Mar 12, 2025 42:03


SaaStr 793: The 10-Point Checklist For When You Sell Your Company with David Frankel Managing Partner at Founder Collective and SaaStr CEO and Founder Jason Lemkin David Frankel is Managing Partner at Founder Collective, a successful seed fund with investments in companies like The Trade Desk, Olo, and Coupang. With decades of experience as both a founder and investor, David brings a unique perspective to the often-misunderstood process of selling a company. He openly admits that many of his past exits were mistakes, which makes his advice on the topic particularly valuable. He joined SaaStr Workshop Wednesday LIVE to do a deep dive with Jason Lemkin on his 10 Point Checklist when you sell your startup. -------------------------------------------------------------------------------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 792: Why I'm Scared to Buy New SaaS Apps Now with SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Mar 7, 2025 24:27


SaaStr 792: Why I'm Scared to Buy New SaaS Apps Now with SaaStr CEO and Founder Jason Lemkin SaaStr CEO and Founder Jason Lemkin highlights nine key reasons that create friction in the modern SaaS buying cycle. He emphasizes how these factors can deter new customers and impact overall growth. Through examples involving well-known companies and the importance of a seamless customer experience, Founders are encouraged to evaluate and reduce these hurdles within their own SaaS products to ensure they remain true to "Software As a Service." ----------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------    

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 791: CRO Confidential: How Codium Built A Billion-Dollar AI Company and a Winning Sales Machine with VP of Worldwide Sales, Graham Moreno

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Mar 5, 2025 44:16


SaaStr 791: CRO Confidential: How Codium Built A Billion-Dollar AI Company and a Winning Sales Machine with VP of Worldwide Sales, Graham Moreno Join us on this episode of CRO Confidential as host Sam Blond dives into the remarkable journey of Codium's VP of Worldwide Sales, Graham Moreno. Discover how Graham led Codium from a 30-employee startup to a unicorn with 150 employees in just one year. -------------------------------------------------------------------------------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------

The Official SaaStr Podcast: SaaS | Founders | Investors
SaaStr 790: AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman and SaaStr CEO and Founder Jason Lemkin

The Official SaaStr Podcast: SaaS | Founders | Investors

Play Episode Listen Later Feb 28, 2025 36:12


SaaStr 790: AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman and SaaStr CEO and Founder Jason Lemkin Join us for an inspiring conversation with monday.com co-CEO and Co-Founder Eran Zinman and SaaStr CEO and Founder Jason Lemkin. From humble beginnings at $10 million ARR in 2017 to smashing the $1 billion ARR mark in just eight years, Eran shares their journey, challenges, and strategies that have fueled their remarkable growth. Discover the importance of customer diversity, maintaining NRR and GRR levels, leveraging AI for business efficiencies, and the impact of adopting a multi-product approach. Learn how monday.com effectively manages SMB, mid-market, and enterprise customers, and gain valuable insights into the future of AI in SaaS solutions. Perfect for SaaS founders and tech enthusiasts looking for proven strategies to scale their businesses.   ----------------------   Alright everybody in SaaS, this is it.  The biggest, best, most action-packed SaaS + AI event of the year—SaaStr Annual 2025—is coming this May. Three full days. 10,000+ SaaS and AI leaders and more tactical, no-fluff content than you'll find anywhere else.   If you want to scale faster—$10M, $50M, $100M ARR and beyond—you need the right playbooks, the right connections and the right people in your corner. And SaaStr Annual is where it all happens. We'll have 100's of Legendary speakers from companies like Snowflake, HubSpot, OpenAI, Canva, and more. More networking than you can handle—meet your next investor, co-founder, or biggest deal.  A New AI Demo & Pitch Stage— with your chance to win up to $5M in funding!  So don't wait—grab your tickets now at SaaStrAnnual.com with my code jason100 to save $100 on tickets before prices go up. That's jason 100 at saastrannual.com   See you in May!    --------------------------------------------------------------------------------------------   Do you know what would make your customer service helpdesk dramatically better? Dumping it and switching to Intercom.  But, youʼre not quite ready to make that change. We get it!   Thatʼs why Fin, the worldʼs leading AI customer service agent, is now available on every helpdesk.   Fin can instantly resolve up to 80% of your tickets,  Which makes your customers happier. And you can get off the customer service rep hiring treadmill.   Fin by Intercom. Named the #1 AI Agent in G2ʼs Winter Report.      Learn more at : inter.com/saastr   --------------------------------------------------------------------------------------------