Podcasts about saastr

Tired vs. Wired: $4 Trillion in IPOs Coming, $100B in M&A, and Why the SaaSpocalypse is Over The public markets spent the last twelve months telling you B2B software was finished. Stocks down 60 to 70 percent. PE firms buying nobody. For the first time in history, software trading at a discount to the S&P 500. And at the exact same moment, Anthropic is projecting $50 billion in revenue, Cursor is getting acquired for $60 billion, and SpaceX, Anthropic, OpenAI, and Databricks are about to generate more market value than every other IPO since 2000 combined. Both things are true - and which one defines your next 18 months depends entirely on one question: are you tired or are you wired? In this episode, SaaStr CEO and Founder Jason Lemkin calls the market as he sees it, names who is winning and who is pretending, and makes the case that the Cambrian explosion in B2B is just getting started. You'll learn: Why the SaaSpocalypse was never about B2B dying - it was about pre-AI software dying - and what the Palantir, Twilio, and Atlassian re-acceleration stories actually tell you The four categories every B2B company falls into right now, and why category four founders need to stop pretending the recovery is coming on its own Why vibe coding your CRM is dead as a concept, and what "putting deals on your calendar" actually means as a product strategy Why your biggest near-term competitive edge might be two days of engineering work - making your API agent-friendly before your competitors do What SaaStr's own journey from 20 humans to 3 humans and 21 agents teaches you about consistency as the only real cheat code in agents This is for you if: Your growth has slowed and you are not sure whether it is a market problem or a you problem - this session will help you figure out which You are a founder or exec who has been in the "AI is coming" conversation for a year but has not yet seen it show up in your revenue You want the unfiltered version of where B2B is headed in the next 18 months, including the parts most people are too polite to say out loud

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

Feature Differentiation Is Dead. Here's What Actually Wins Now. When AI writes 80-plus percent of your code, the feature advantage you spent years building can be replicated in a day. Elena knows this better than most - she spent 15 years running growth at Dropbox, Miro, SurveyMonkey, and Amplitude, then joined Lovable and watched the old playbook stop working in real time. At Lovable, $400M ARR and 200 people, no titles, shipping multiple times a day, the rules are different. In this session, she breaks down what replaced feature moats, why she fired herself from her own VP job to go back to being an IC, and what it actually looks like to run a company at this velocity. You'll learn: Which moats still hold - network effects, data, brand, security and compliance - and why hardware is harder to copy than software ever was Why freemium is now a marketing budget line item, not a cost problem, and how Lovable's LinkedIn Premium partnership is converting at double digits What "no titles, everyone ships" looks like in practice, including a 20-year-old engineer pushing back on a VP's pricing page PR Why the next career flex isn't climbing to VP - it's becoming a high-power IC who builds what used to take a team of dozens How to build context for your AI so it actually replicates your thinking instead of producing average output for everyone This is for you if: You're a founder or growth leader trying to figure out what your actual moat is when feature differentiation keeps evaporating You're in management and quietly wondering if you'd be better off getting your hands dirty again You're trying to understand how an AI-native company actually operates day to day, not just in theory

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.

Owner.com is approaching $100M ARR selling to independent restaurants and their GTM team is producing numbers that shouldn't be possible. $150K AEs closing $2M+ ARR per year. Outbound BDRs generating $100K in closed-won ARR per BDR per month. 4X the ARR per rep compared to direct competitors. None of that happens by accident.  In this session, Kyle Norton, CRO at Owner.com, breaks down the exact AI-driven GTM playbook that got them there, including 5 decisions he believes every SaaS company needs to make right now before the gap between AI-native and AI-curious companies becomes impossible to close. What you'll learn: 1. Centralized vs. decentralized AI: why letting a thousand flowers bloom is probably killing your results 2. Build vs. buy: the 5-question framework (hint: buy your infrastructure, build your intelligence) 3. The AI sophistication ladder — Levels 0 through 4, where most companies are stuck, and exactly how to move up 4. The "5 P" prioritization framework for deciding which AI projects to tackle first 5. Agentic vs. assistive: how to think about human-in-the-loop and why chaining too many generative steps is the #1 cause of AI slop 6. Why your personal compounding AI stack is your most underrated competitive asset This isn't theory. This is what $100M ARR in a notoriously difficult SMB market actually looks like when you go all-in on applied AI.

SaaStr 855: How Anthropic Rebuilt Its Sales Org From Scratch When Demand Went Vertical with Eleanor Dorfman, Anthropic Head of Industries When Claude Opus 4.6 shipped in December 2025, Anthropic's commercial team came back from winter break to find demand had gone vertical. They hadn't hired for it. They hadn't planned for it. As Eleanor Dorfman, Anthropic's Head of Industries who runs the commercial and industries sales team, put it on the SaaStr AI Annual 2026 stage: even if they'd been ready to 3x or 4x or 5x the sales team, you can't absorb that many bodies fast enough to deliver a positive customer experience. So in January 2026, they rebuilt the entire sales org around AI from scratch. Four months later, the result: 54% of new enterprise logos in 2026 came through the self-serve funnel. Real enterprise logos. Real ACV. Real terms of service. Real invoicing. Self-served. Here's how they did it, and the four investments any B2B + AI sales leader can copy today.

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.

SaaStr 853: The Agents #004: Tragedy Apps, Too Many AI SDRs, and Why Your Next Hire Should Report to an Agent Your AI SDR pitches are getting better, but your AI PR pitches are getting you blocked. Jason and Amelia break down why the gap between good and great agents is the difference between pipeline and the spam folder. Then they introduce "tragedy apps," the term for products that had every advantage in the AI era and blew it. Descript had the customers, the product, and the timing, and froze. Replit waited 10 years for its moment and seized it. The lesson: catching up isn't enough if you're not building something new. Plus, the SaaStr team built an AI API Report Card that grades every major SaaS API on how agent-friendly it is (Stripe got the only A+, Marketo got a C, and no, they're not surprised). Jason and Amelia also get honest about running 4-5 AI SDRs from different vendors, why they'll probably have 6 by year end, and why single-vendor consolidation isn't the answer yet. And the wildest part: their AI VP of Marketing, 10K, now generates 3 actionable campaign ideas a day, runs autonomous campaigns on weekends, and might be a better boss than either of them. They're seriously hiring a human marketer whose primary manager would be the agent. Not a joke. Not a thought experiment. A real job posting. Finally, if your team is resisting AI, stop worrying about change management. Just hire one senior person who's all-in on agents and let the rest sort itself out.

SaaStr 852: The Agents #003, Our Agent Now Runs Campaigns on Weekends, Plus Why We Pay More for Salesforce Than Ever Before Here's the updated version: This week on The Agents, SaaStr CEO & Founder Jason Lemkin and SaaStr CAIO Amelia Le Rutte dig into what it actually looks like when your AI VP of Marketing starts running campaigns on its own, segmenting lists, writing copy, and asking if you've done the work yet. They also get into why SaaStr's Salesforce bill went up 80% after cutting seats by 60%, and why that's actually a good deal. Plus: Amelia vibed a fix to a critical Marketo unsubscribe bug in under an hour that Marketo couldn't solve in 10 days, how headless Salesforce is already running inside their stack, and what an n=1 AI parking pass app reveals about the future of event ops. They also cover the Red Point report showing 54% of CIOs are consolidating vendors, and which categories are getting cut first, plus the hardest hiring problem in SaaS right now: finding the operator who can actually build and run your agents.

Salesforce just invented a new metric on their latest earnings call — not because they needed one, but because Wall Street didn't have the vocabulary to value what they built. In episode #366, Ben Murray breaks down Salesforce's Q4 FY2026 earnings call — not the financials, but the narrative architecture: a new unit of measurement for AI value (the AWU), a framing strategy designed to neutralize the biggest fear enterprise buyers have about AI, and three customer testimonials brought live onto the call. This is the communication playbook every SaaS operator can steal when explaining AI to boards, investors, and customers — at a time when the old metrics (tokens, MAUs, queries) no longer tell the value story. Why Salesforce introduced the Agentic Work Unit (AWU) — and what 2.4 billion AWUs against 19 trillion tokens reveals about the limits of token-based AI metrics The AWU-to-token ratio as a customer health signal — and why this is the metric your AI-enabled SaaS dashboard is missing The "humans and agents working together" framing that lets you sell AI capabilities without triggering the "we're going to lay people off" deal-killer How Wyndham's 8,300-hotel deployment, SharkNinja's 250,000 holiday-season engagements, and Lemkin's SaaStr transformation prove ROI when slides can't How to expand your SaaS metrics dashboard from 5 pillars to 6 — and the AI-era KPIs (AWUs, AI-attributed ARR, input-to-output ratios, customer outcome metrics) that belong in the new pillar Tune in before your next board meeting or AI sales pitch — and steal the vocabulary that's about to define the category. Resources Mentioned Salesforce Q4 FY2026 earnings call transcript Ben's 5-pillar SaaS metrics dashboard — and the upcoming 6-pillar AI-era expansion: https://www.thesaascfo.com/downloads/five-pillar-metrics-framework/

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/

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

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.

SaaStr 849: How We Built Our AI VP of Customer Success with SaaStr's CEO and CAIO Amelia and Jason walk through QB1, SaaStr's vibe-coded AI VP of Customer Success that started as a simple sponsor portal replacement and evolved into a fully agentic customer management system. The result: 70% fewer billable hours, 10x more customer engagement, and a hundred sponsors getting hyper-personalized weekly emails in minutes instead of days. They break down exactly how it was built, what broke, and how you can reverse-engineer it for your own business. Slides linked here.  ---------------- Hey everybody - we are just about 30 DAYS out from the biggest B2B and AI event of the year. SaaStr Annual is coming back to the SF Bay Area this May, and if you're not registered yet, what are you waiting for? This is where the real deals get done. 68% VP-level and above. 36% CEOs and founders. 25% AI-first professionals. This isn't a conference, this is THE room where S-tier decision makers show up to figure out what's next. But here's the deal: ticket prices go up FAST. Like, actually hundreds. Don't be that person who waits and then pays full price. Lock in your spot TODAY. Go to podcast.saastrannual.com and use my exclusive discount for SaaStr AI SF 2026. May is closer than you think. See you there.

SaaStr 848: How AI Is Rewiring Sales: Quota, Retention & What's Actually Working with SaaStr, Salesforce and Mangomint In this episode, three revenue leaders at very different stages of AI adoption get real about what's actually working, what's embarrassingly broken, and why nobody should be doubling quota just yet. Panelists: Greg Beltzer — Chief Customer Officer, AgentForce (Salesforce) Ashley Wilson — Co-founder, Momentum by Salesforce Marchelle Mooney — VP of Sales, Mangomint Amelia Lerutte - Chief AI Officer, SaaStr They cover: Why every company has leads they never followed up on (yes, even Salesforce) The "chainsaw without the cover off" problem with AI tool rollouts How Mangomint uses AI to fix terrible salon logos in minutes — and why it freaks customers out Why Marchelle is not raising quota in 2026, even though she could The real resistance to AI adoption (hint: it's not just the CIO) How Momentum is using AI to democratize language for SDRs in Argentina What retention looks like when AI is listening for slow-drip churn signals Why your data is probably worse than you think — and what that means for agents Key takeaway: AI won't magically fix your sales org. Your data has to be clean, your people need training, and you have to rethink workflows from first principles — not just bolt AI onto the old playbook. Recorded live at SaaStr London. ---------------------   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.

What happens when you go all-in on AI tools in a completely remote organization at scale? That's where Marchelle Mooney, VP of Sales at MangoMint, found herself.  MangoMint is vertical SaaS for salons and spas with a ~$4K ACV and a five-day sales cycle. Not exactly the profile you'd expect to be running one of the most disciplined remote revenue organizations in SaaS. But Marchelle's team is closing in on a 7.2x ARR-to-OTE ratio, has increased win rates 7% in two quarters, and has given reps 16 hours back per month. All fully remote, all with lean headcount. In this session, Marchelle breaks down the exact three-layer AI Rigor Stack she built to get there: the Clarity Layer, the Cadence Layer, and the Co-Pilot Layer. She also walks through the full tool stack (Notion, Slack, Salesforce, Snowflake, Sigma, Momentum) and how data flows automatically to reps without them ever hunting for a dashboard. The core insight: the problem was never the tools. It was fragmentation. And the path to fixing it runs through subtraction, not addition. If you're running a remote or hybrid revenue org and feel like you're running fast but not getting anywhere, this one's for you. ------ Hey everybody - we are LESS THAN 60 DAYS out from the biggest B2B and AI event of the year. SaaStr Annual is coming back to the SF Bay Area this May, and if you're not registered yet, what are you waiting for? This is where the real deals get done. 68% VP-level and above. 36% CEOs and founders. 25% AI-first professionals. This isn't a conference, this is THE room where S-tier decision makers show up to figure out what's next. But here's the deal: ticket prices go up FAST. Like, actually hundreds. Don't be that person who waits and then pays full price. Lock in your spot TODAY. Go to podcast.saastrannual.com and use my exclusive discount for SaaStr AI SF 2026. May is closer than you think. See you there.

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  

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.

Mark Roberge is a Co-Founder at Stage 2 Capital, the first venture fund supported by over 1,000 top sales and marketing executives. Stage 2 has invested in more than 100 startups, helping founders with proven revenue growth strategies and experienced go-to-market leaders to accelerate their growth. He has also been a member of the teaching faculty at Harvard Business School for over a decade, designing and leading courses on sales, marketing, and entrepreneurship, mentoring thousands of student entrepreneurs, and engaging deeply with the challenges of early-stage growth. Before these roles, Mark was the fourth employee and founding CRO at HubSpot, where he built and scaled the go-to-market organization from zero revenue to a successful IPO, pioneering a data-driven, buyer-centric sales model that has since influenced go-to-market teams worldwide. Mark holds an MBA from the MIT Sloan School of Management and an undergraduate engineering degree from Lehigh University. He is the author of the bestselling books The Sales Acceleration Formula and The Science of Scaling, which distill decades of experience into a practical, data-driven roadmap for founders, executives, and investors striving to achieve sustainable, scalable growth. Mark has been featured in popular publications such as the Wall Street Journal, Forbes Magazine, Inc. Magazine, Boston Globe, TechCrunch, and Harvard Business Review, delivered keynotes at major conferences including South by Southwest, SaaStr, Inbound, and the World Business Forum, and guest lectured at leading institutions such as MIT, Stanford, and Harvard. Connect with Mark Roberge:Website: http://scienceofscaling.io/ LinkedIn: https://www.linkedin.com/in/markroberge/ Twitter: https://x.com/markroberge Instagram: www.instagram.com/roberge_markYouTube: www.youtube.com/hashtag/markroberge TurnKey Podcast Productions Important Links:Guest to Gold Video Series: www.TurnkeyPodcast.com/gold The Ultimate Podcast Launch Formula- www.TurnkeyPodcast.com/UPLFplusFREE workshop on how to "Be A Great Guest."Free E-Book 5 Ways to Make Money Podcasting at www.Turnkeypodcast.com/gift Ready to earn 6-figures with your podcast? See if you've got what it takes at TurnkeyPodcast.com/quizSales Training for Podcasters: https://podcasts.apple.com/us/podcast/sales-training-for-podcasters/id1540644376Nice Guys on Business: http://www.niceguysonbusiness.com/subscribe/The Turnkey Podcast: https://podcasts.apple.com/us/podcast/turnkey-podcast/id1485077152

The Top 5 Issues Managing Multiple AI Agents in Production Managing 1-2 AI agents? Easy. Managing 20+? That's a different game entirely. After 9+ months running nearly 30 AI agents in production at SaaStr, we've learned what actually breaks at scale - and nobody's talking about it. This isn't about deployment tips or vendor selection. This is about the brutal realities that only emerge when you're juggling 20+ agents generating $1M+ in revenue.

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.

SaaStr 842: The 90/10 Rule for AI Agents: What to Build vs Buy with SaaStr's CEO and CAIO SaaStr's Chief AI Officer, Amelia Lerutte, and SaaStr CEO & Founder Jason Lemkin break down SaaStr's evolving 90/10 rule for AI agents and apps: buy 90% off the shelf, build the 10% you can't find. In this episode, they walk through two recently built tools: an internal AI VP of Marketing and an external-facing customer portal, and share the real trade-offs of deploying vibe coding apps into production. Topics covered: Why we replaced a paid SaaS tool with a vibe-coded app (and what pushed us over the edge) How Claude Cowork changed the game for building more complex apps The role of writing a spec before vibe coding Tackling single sign-on as a non-engineer How we used Cowork to process 150+ customer contracts in hours instead of days Lovable's data on what people are actually vibe coding Maintenance costs and the hidden time suck of custom apps Why zero AI in your product should scare you The "jaw drop" test for SaaS products in 2026 -------------------------------------- Tools & resources mentioned: Replit, Claude Cowork, Clerk, Lovable, Zapier, Salesforce, Monaco

SaaStr 841: Going From Blobs to Billions. Clay's Co-Founder Breaks Down Inbound, Outbound, and AI-Powered Sales. Clay's Co-Founder Varun Anand takes the stage at SaaStr to break down how the company went from paying for claymation blobs before generating any revenue to powering growth workflows for companies like Cursor, Anthropic, and Figma. He explains why brand has always been core to Clay's identity, how their CFO roast videos and creative campaigns are actually capturing mindshare in a world where B2B marketing is painfully boring, and why he pushes back on the "use AI for everything" mentality that's taken over the industry. Varun does a full live demo building an inbound qualification workflow from scratch using real audience volunteers, walking through everything from lead enrichment and waterfall data sourcing to AI-powered scoring, personalized meme generation, research brief creation, and CRM updates. He also brings audience members on stage to do live growth hacking for their actual business problems. Beyond the product, this session goes deep on hiring. Varun shares the origin story of the GTM Engineer role, how it went from an internal job title for Clay's non-traditional sales team to the most in-demand position in B2B SaaS, and what he actually looks for when evaluating candidates (hint: it's creativity, not a traditional sales background). He talks about Clay's take-home process, work trials, why they hire generalists who commit to specific roles, and the surprising backgrounds of some of their best hires. Whether you're building out your go-to-market motion, thinking about how to use AI without losing what makes your brand unique, or just trying to figure out what a GTM Engineer actually does, this session covers it all. --------------------- 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.

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.

SaaStr 839: Why Most SaaS Companies Will Fail at AI (And How to Avoid It) with Intercom's CPO The Brutal Truth About Transforming a SaaS Company into an AI Company Intercom's Chief Product Officer, Paul Adams, shares the unfiltered story of how they transformed from a struggling SaaS company with 5 quarters of declining growth into an AI-first company with a breakthrough product (Fin) that now handles 1M+ customer resolutions per week. What You'll Learn: Why AI transformation requires "refounding" your entire company - not just adding AI features The self-harming decisions you must make to win (including parting ways with ~33% of your team) How to go from 0 to 6,000+ AI customers with 65% average resolution rate Why demos ≠ products and the "marketing overhang" problem The complete shift in how you build software (empirical evaluation vs. traditional product development) Why designers now ship code to production at Intercom How the buyer has changed (hint: it's no longer just the department head) --------------------- 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.

SaaStr 838: The Present and Future of AI in Sales and GTM with SaaStr's CEO and Owner's CRO Jason Lemkin on Going All-In on AI Agents: 20 Agents, Zero SDRs, and the Death of Mid-Pack Sales Jason Lemkin, Founder and CEO of SaaStr, sits down with Kyle Norton, CRO at Owner, to share the raw story of how frustration with sales team turnover pushed him to deploy 20 AI agents in under a year, and why we'll never go back. In this episode, we cover: → Why Jason stopped hiring SDRs after two senior reps ghosted him right before SaaStr Annual → The real reason most AI agent deployments fail (hint: it's not the technology) → How to pick your first AI vendor: "Talk to your forward deployed engineer before you sign" → Why Salesforce is having a Renaissance as the hub for AI agents → The brutal truth about mid-pack sales jobs being in "terminal decline" → How to get started with AI agents when your CFO won't give you budget → AgentForce vs. the hot startups: what actually works in production → Why the $250K SDR is coming, but only for the truly elite Jason's advice for revenue leaders: "Roll up your sleeves. If you haven't trained an agent yourself, you'll be utterly ignorant in the age of AI."

SaaStr 837: 10 Things To Do Right Now  to Become AI Native with Filevine's CEO & Founder Ryan Anderson, Co-Founder and CEO of Filevine, shares the playbook for how his legal tech company successfully transitioned from a traditional SaaS business to an AI-native company, now generating more new revenue from AI products than their core SaaS platform. With 6,000 customers, 700 employees, and $200M+ ARR growing at nearly 60%, Filevine has cracked the code on AI transformation. Ryan breaks down the strategic, technical, and cultural changes required to make the shift. Key Takeaways: Nothing is Sacred – Be prepared to tear down working systems that don't serve your AI future. Use a simple framework: keep what's critical to your competitive moat and keeps you fast; eliminate what slows you down. Content → Context – Your SaaS data becomes the competitive advantage when it serves as context for AI agents. Think Cher's closet in Clueless—you need both the organized system AND the AI. Restructure Your Architecture – AI can't just be "sprinkled on top." Your ML team needs to own the AI data layer and iterate daily without bottlenecks. Hire AI Natives – They want access to rich data and distribution. Sell them on what you have that AI-only startups don't. Consider Acquisitions – Filevine acquired Parrot to jumpstart their ML capabilities. Speed matters. Rebrand with Intent – Signal the change internally and externally. It's symbolic but powerful. Obsess Over Usage – If you can't measure it, don't ship it. Track DAU/WAU/MAU religiously. Leverage Your Data – Control API access, monitor AI traffic for product ideas, and don't give away your advantage for free. Price to Dominate – Your high SaaS margins let you undercut AI-only competitors on blended gross margin. Build One Product – Stop selling to customers who won't buy AI. Assume AI is implicit in everything you build. About the Speaker: Ryan Anderson is the Co-Founder and CEO of Filevine, an AI-powered legal operating system. Under his leadership, Filevine has achieved 96% gross revenue retention and 124% net revenue retention while successfully pivoting to AI-native operations. --------------------- 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.

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

SaaStr 836: The Step-By-Step Playbook for Building AI-Powered GTM Teams with Personio's CRO Philip Lacor, CRO of Personio, shares his company's journey to building an AI-powered go-to-market motion, including 5 critical lessons learned and 4 real-world use cases delivering measurable results. In this podcast, Philip breaks down: ✅ The 5 lessons for AI transformation: top-down + bottom-up motion, cross-functional teams, prioritization frameworks, building AI culture, and combining great stack with context  ✅ How to build AI-powered workflows that actually work (not just more tools to test)  ✅ Real use cases: Win/loss analysis, expansion SDR assistants, intent scoring, and AI chat ✅ Why their expansion SDRs went from 2 hours of research per day to 15 minutes while doubling pipeline per rep ✅ The truth about AI ROI: where it shows up and how long it takes  ✅ How to get your team excited about AI (not scared of it) Philip doesn't hold back on what's working, what's failed, and what questions they still haven't answered. If you're a CRO, founder, or GTM leader trying to figure out how to actually implement AI beyond the hype, this is the playbook.  --------------------- 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. --------------------- More from SaaStr: https://www.saastr.com

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.

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

SaaStr 834: Why OpenAI Doesn't Pay Sales Commission (And Why It Works) with OpenAI GTM Leader Maggie Hott, and Harry Stebbings, Founder of 20VC Discover how OpenAI's unique approach to B2B sales compensation is changing the game. In this interview with Harry Stebbings, Founder of 20VC, Maggie Hott, OpenAI GTM leadership, shares her experience at OpenAI, including why they don't pay sales commissions, and what B2B sales leaders can learn from this disruptive model. --------------------- 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.

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.

In this episode, Natalie Marcotullio, Head of Growth & Operations at Navattic, looks back on a “rollercoaster” year and what it taught her about role fit, energy management, and leading through constant change. She traces the shift from growth to product marketing amid a noisy AI landscape, a new product line, and a leaner team, and how those forces sparked both imposter syndrome and new clarity about what work fuels her.Natalie opens up about the anxiety of the AI hype cycle, why chasing every new tactic eroded quality and enjoyment, and the candid conversation with her founder that helped reset expectations. She shares how she separates signal from noise, stops pegging self-worth to dashboards, and designs a job around customer proximity, evangelism, and community.Looking ahead, Natalie is doubling down on in-person energy: speaking, hosting, and building fandom around Navattic, including a new customer portal that rewards participation and connection. She offers practical advice for naming burnout early, restructuring scope without guilt, and making mid-term career bets even if you don't plan to stay in tech forever.In this conversation, you'll learn:How to tell “energizing change” from “draining change,” and reshape your role around the former without dropping the ballA simple script for the hard talk with your exec: mapping “gives energy / drains energy” into concrete scope and support changesHow to build product fandom (not just leads): customer proximity, IRL touchpoints, and a portal play that compounds communityThings to listen for:(00:00) Intro(01:37) Role shifts and team dynamics(02:17) Personal and professional challenges(03:42) Filtering AI hype after SaaStr(04:58) Launching a new product line and persona(11:45) Context switching and the 60% problem(14:03) When work bleeds into life (injury, decompression)(19:09) Q3 burnout and the hard conversation(22:00) The power of honesty in the workplace(22:40) Naming limits, resetting priorities, and role design(27:01) Dreams beyond the tech industry(36:24) Building community and looking aheadA huge thanks to this episode's sponsor:Navattic: Interactive Product Demo Software - https://navattic.com/value Check out the Behind the Scenes deep dive with the Navattic growth team:Episode 0: Introducing the miniseries featuring the Navattic growth team - https://open.spotify.com/episode/4MSAgQcR0mkUjmmLl8fXx0?si=88211b89550c4261Episode 1: The size and stage of the Navattic business - https://open.spotify.com/episode/5ArIOcGmcLPUowPXqxU6Yr?si=510ce12c47734f13Episode 2: What does growth look like at Navattic? - https://open.spotify.com/episode/4rfP8yQu9nVveOQaxqJ06s?si=24c463778d4c4214Episode 3: What goes into Navattic's growth strategy? - https://open.spotify.com/episode/3GrtQw0Kx1fntD4IBTudb7?si=2847fcce8da4496eEpisode 4: Navattic's growth operating system - https://open.spotify.com/episode/6oJRINQlBby7kLFTxcrvY6?si=eebebb0033234ff8Episode 5: The specific KPIs & dashboards that drive Navattic's success - https://open.spotify.com/episode/5wOunwgXy0AMRsODloAbD3?si=46b9f4e42f754a77Episode 6: The biggest challenges Natalie and Raman face working in growth at Navattic - https://open.spotify.com/episode/3CJmSh7XqFakyxfgotjABg?si=3284a52fc9e64acaEpisode 7: How Navattic's growth team stays aligned and manages expectations internally - https://open.spotify.com/episode/7CX7DBGR0VYpEsnXd7rYbj?si=0b1e1729a6404903Episode 8: Big beats in 2024 and series takeaways - https://open.spotify.com/episode/0cxo9wtMJEZqQxCBiSEHdf?si=f91f566ac8f24a6e Check out Natalie's previous Delivering Value episode: Spotify: https://open.spotify.com/episode/6kQx1DTHdPpGUlY33fHeqK?si=6fd1de234fa84436 Website: https://deliveringvalue.co/pod/navigating-speed-bumps-and-communication-challenges-as-a-one-person-growth-team-with-natalie-marcotullio Resources:Connect with Natalie:LinkedIn: https://www.linkedin.com/in/natalie-marcotullio/Navattic: https://navattic.com/value Connect with Andrew:LinkedIn: https://www.linkedin.com/in/andrewcapland/ Substack: https://media.deliveringvalue.coHire Andrew as your coach: https://deliveringvalue.co/coachingJoin Growth OS: https://deliveringvalue.co/growth-operating-system

SaaStr 832: How to Use AI to Hyper-Customize Go-To-Market at Scale with SaaStr's CEO and Chief AI Officer In this episode from SaaStr AI London 2025,  SaaStr CEO and Founder Jason Lemkin and SaaStr's Chief AI Officer, Amelia Lerutte discuss the implementation and optimization of AI SDRs within various business contexts. They focus on key AI agents used for sales processes, data aggregation, and the customization of outbound and inbound messages. Real-world results, like increased email response rates, are highlighted along with practical steps for setting up and training AI SDRs. They also offer advice on selecting the right vendors, the importance of human oversight, and leveraging AI to improve qualification and customer interactions. Key takeaways include how AI can handle more interactions consistently and efficiently and the role of AI in augmenting human sales capabilities.  --------------------- 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.

SaaStr 831: How We Use 20+ AI Agents for Marketing & Go-to-Market with SaaStr's Chief AI Officer and CEO & Founder Join us for part two of our series on leveraging AI tools for Go-To-Market in B2B/SaaS. In this episode, SaaStr's CEO and Founder Jason Lemkin, and SaaStr's Chief AI Officer, Amelia Lerutte discuss the importance and current state of AI in marketing, highlighting their key tech stack and tools.   They share their experiences and insights in utilizing these tools for creating personalized marketing collateral, automating content repurposing, and optimizing email campaigns with AI. Learn about the convergence of sales and marketing tools, the future of AI in go-to-market strategies, and how specialized AI agents can dramatically improve your outreach, lead generation, and content creation processes.   --------------------- 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 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.

SaaStr 830: 6 Months Later, How Our AI SDRs Actually Work as AI Runs GTM with SaaStr's CEO and Chief AI Officer In this episode, SaaStr CEO and Founder Jason Lemkin and SaaStr's Chief AI Officer, Amelia Lerutte delve into their journey of integrating AI into our go-to-market strategy over the past six months. Starting with just one AI agent before SaaStr Annual in May, we've scaled to roughly 20 core agents by November, covering various use cases across marketing, sales, customer support, and operations. Together they discuss the specifics of our AI implementations, the tools we have deployed, including Artisan, Qualified, and Salesforce's AgentForce, and share valuable insights on their performance, benefits, and challenges. Tune in to learn about the unexpected outcomes, the time and management required, and the significant impact on our efficiency and revenue.   --------------------- 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 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

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.

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.

Brett Queener is Partner at Bonfire Ventures, a $1B AUM seed-stage fund writing $3-4M checks into application software companies. He was employee #70 at Salesforce.com, where he built go-to-market, launched the AppExchange, and helped scale the company from its earliest days. Previously, he worked at Siebel Systems (the fastest-growing software company of its era) and ran a B2B startup (SmartRecruiters) from pre-revenue to $100M ARR. He writes about the changing software industry in real-time at his Substack. He came to SaaStr Annual + AI Summit for a deep dive on AI and Product. This episode explores the evolution of application software, the increasing pace of product innovation, and the new challenges and opportunities faced by founders. Key topics include the commoditization of tech stacks, the impact of AI on software development, and the importance of rapid product iteration. Learn how to build differentiated products that stand out in a fast-changing landscape, the critical role of onboarding in customer success, and why staying nimble is more essential than ever. Whether you're an entrepreneur or an investor, this discussion offers valuable insights for thriving in today's tech-driven market. --------------------- 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.

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.

SaaStr 825: How the AI Era Has Directly Impacted Marketing and Sales with Snowflake‘s CMO and Founding CRO Join us for an insightful episode discussing the impact of AI on marketing and sales at Snowflake. Hosts Chris Degnan, founding CRO of Snowflake, and Denise Persson, CMO at Snowflake, delve into how AI has revolutionized their operations. They share key learnings from Snowflake's data cloud market strategies and their record-breaking IPO. Discover the significance of company culture, security, and a centralized data foundation in leveraging AI. Hear about Snowflake's AI Council, customer use cases, task automation, and the consolidation of intelligence teams. Don't miss this comprehensive discussion on the transformative role of AI in the enterprise and valuable hiring insights for staying ahead in the AI era. 00:00 Introduction and Speaker Backgrounds 02:05 Impact of AI on Company Culture 05:09 Snowflake's AI Strategy and Data Security 08:03 AI Use Cases in Marketing 21:26 AI Use Cases in Sales 29:42 Governance and Security in AI Implementation 32:10 AI's Influence on Hiring and Company Growth 34:58 Closing Thoughts and Resources  --------------------- 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.

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.

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

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.

SaaStr 821: Swapping Stories - Building AI-First Companies: Insights from Zapier's CEO and Co-Founder Wade Foster Join us for an in-depth conversation with Wade Foster, co-founder and CEO of Zapier, on the SaaStr AI Swapping Stories Podcast! Wade shares how Zapier is leading the way in AI-powered automation, the evolution from simple workflows to agentic systems, and why AI fluency is now a must-have for every new hire. In this episode, we discuss: The journey of Zapier from integration tool to AI orchestration platform Real-world examples of agentic workflows and automation at scale How Zapier's culture embraces “don't be a robot, build a robot” The impact of AI on sales, customer success, and internal operations Tips for companies looking to hire and upskill for an AI-first future The latest trends in AI tools, including voice-to-text and workflow automation Whether you're a founder, operator, or just curious about the future of work, this episode is packed with actionable insights and inspiration. And see you at Zapconnect next week (sign up here - it's free.)  -----------------------------------------------------------------------    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.saastrannual.com to get my exclusive discount SaaStr AI SF 2026. We'll see you there.

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.

SaaStr 819: Swapping Notes on the AI Revolution in Marketing with G2's CMO Sydney Sloan Welcome to Swapping Notes, a new SaaStr podcast series where we cut through the AI hype and get real about who's doing what with AI in B2B.  Amelia LeRutte, Chief AI Officer at SaaStr, and co-host Guillaume Cabane, Co-Founder and General Partner at HyperGrowth Partners, sit down with AI leaders from the companies to share notes and stories on what's working in AI.  In this episode, we swap notes with G2's CMO, Sydney Sloan. Together, we deep dive into the evolving role of AI in marketing and buyer behavior. We explore how AI is reshaping the buying process, the significance of brand trust, and the future of web experiences. The episode also covers the importance of AI orchestration roles and practical advice for founders and CMOs to adapt to the rapid advancements in AI tools and strategies. Tune in to discover insights on how to effectively integrate AI into your marketing efforts and stay ahead in the dynamic landscape. ---------------------   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.

SaaStr 818: Anthropic, Cursor, Fal & Bessemer: The Realities of Scaling AI Join Talia Goldberg (Bessemer Venture Partners), Kelly Loftus (Anthropic), Jacob Jackson (Cursor), and Gorkem Yurtseven (FaL - Feautres and Labels) as they discuss the evolving landscape of AI, business models, metrics, and the future of generative media.  00:00 - Introduction & Panelist Bios 01:19 - How AI Companies Are Changing Metrics 02:20 - The New Economics: Margins, Growth, and Pricing 04:41 - Usage-Based Models & The Cost to Serve 06:31 - The Impact of Expensive Models on Margins 08:00 - Go-To-Market Team Structures at Anthropic 09:36 - Scaling Sales Teams & The Quota Debate 12:01 - Hiring and Team Building Tactics 14:47 - How AI Is Used Internally at These Companies 17:47 - Key Decisions & Pivots in Company Journeys 20:07 - Collaboration vs. Competition: Cursor & Anthropic 22:23 - Measuring Productivity Gains from AI 24:26 - The Metrics That Matter Most 27:16 - Final Thoughts & Audience Q&A   --------------------- 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.

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