Bootstrapped Web is for entrepreneurs bootstrapping their startups, who believe that the best way to get to where we're going is to learn by doing. Conversations, case studies, and interviews with entrepreneurs who are building profitable businesses online. Let's do this.
bootstrapping, sales funnel, trenches, startups, founders, actionable advice, businesses, tactics, product, candid, great insights, problems, building, what's, entrepreneurs, marketing, service, online, tons, gold.
Listeners of Bootstrapped Web that love the show mention:The Bootstrapped Web podcast is an invaluable resource for entrepreneurs and business owners looking to grow their businesses. Hosted by Jordan and Brian, the podcast offers a unique insight into the minds of founders and provides a behind-the-scenes look at their day-to-day challenges and successes. This level of transparency is hard to find in other podcasts and provides listeners with actionable strategies and real-life examples.
One of the best aspects of this podcast is the actionable and compelling content provided by Brian, Jordan, and their guests. They share practical advice that can be implemented immediately, along with inspiring founder stories that teach listeners something new. The hosts' pragmatic and analytical mindset is evident in their approach to business problems, making the podcast a valuable resource for anyone looking to effectively grow their business.
Another great aspect of the podcast is the relatability factor. The hosts discuss common problems, tactics, and challenges that many entrepreneurs face, which is both helpful and reassuring for listeners who may be experiencing similar issues. This candid dialogue gives off a sense of camaraderie among entrepreneurs and helps build confidence in one's own startup journey.
One possible downside of the podcast is that it only releases episodes once a week. As a listener, it can be frustrating to have to wait for new content when you're eager to learn more from Brian and Jordan's experiences. However, this could also be seen as a positive aspect since it allows listeners time to digest and implement the strategies discussed in each episode.
In conclusion, The Bootstrapped Web podcast is highly recommended for anyone looking for knowledge AND mindsets to effectively grow their business. Brian and Jordan provide valuable insights from their own experiences as founders, offering practical advice that can be applied in real-life business scenarios. Their authenticity, relatability, and actionable content make this podcast a must-listen for any entrepreneur or business owner striving for success.
It's true. We're calling this a final episode—for now—but don't unsubscribe! We promise to pop into the feed every few months to catch up :) But for now, we're taking a breather and staying focused on executing our businesses in 2025: Jordan's crankin on Rosie, Brian's building Instrumental Products. Don't be a stranger! Connect with Jordan: Follow Jordan on Bluesky / Twitter Rosie Connect with Brian: Follow Brian on Bluesky / Twitter Instrumental Products Instrumental.dev - Components for Rails Clarityflow Subscribe to Brian's new podcast with Justin Jackson: The Panel
2024 look-back and takeaways. 2025 goals. Let's go! Connect with Brian: Follow Brian on Bluesky / Twitter Brian's products: Building! Instrumental.dev Instrumental Products Clarityflow Connect with Jordan: Follow Jordan on Bluesky / Twitter Jordan's company, Rosie
Bluesky takes. Activation funnels. Retention. Delegating. Demo videos. Video marketing. Sick vacations. Connect with Jordan: Follow Jordan on Bluesky / Twitter Jordan's company, Rosie Connect with Brian: Follow Brian on Bluesky / Twitter Brian's products: Building! Instrumental.dev "One Month MVP" service Clarityflow
Putting in more hours to put in less. Building systems for delivering software. Deploying demo video(s). Listening to customers. Using a business to deepen your craft. News detox. Connect with Brian: Follow Brian on Bluesky / Twitter Brian's products: Building! Instrumental.dev "One Month MVP" service Clarityflow Connect with Jordan: Follow Jordan on Bluesky / Twitter Jordan's company, Rosie
Bluesky is having a moment. Halloween. Customers telling us their problems are solved. Essential onboarding. Calm before the (hiring) storm. Projects are waiting. The podcasting election. Bluesky starter packs to follow: Founders & Bootstrappers Podcasters Ruby on Rails People Laravel Friends Connect with Jordan: Follow Jordan on Twitter Jordan's company, Rosie Connect with Brian: Follow Brian on Bluesky / Twitter Brian's products: Building! Instrumental.dev "One Month MVP" service Clarityflow
Join us in the (free) Bootstrapped Web community on Ripple.fm Today: Political noise. Removing features. Positioning. Products for developers. Idea wireframes (as a service). Hiring a video editor. Retainer-based hiring. Frequent flyer miles. Apple picking. Brian's stuff: Brian's products: New! Instrumental.dev "One Month MVP" service Clarityflow Brian on Twitter: @casjam Jordan's stuff: Jordan's product, Rosie Jordan on Twitter: @jordangal
Hey we didn't talk about WordPress this week! But we did talk about Elon... Also: Brian's working on a components product (instrumental.dev), Jordan's figuring out onboarding (heyrosie.com), and Brian's starting to scale consulting (onemonth.app). Join our free community for Bootstrapped Web listeners Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Connect with Brian: Brian's products: New! Instrumental.dev "One Month MVP" service Clarityflow Brian on Twitter: @casjam
Join us in the (free) Bootstrapped Web community on Ripple.fm Today: Brian's new product (Instrumental.dev). Comparing the open-source leadership styles of Matt, DHH, and Taylor. Building products for builders. Components. Tightening the team. Scaling consulting from 1 to...? Let's Go Mets. Brian's stuff: Brian's products: New! Instrumental.dev "One Month MVP" service Clarityflow Brian on Twitter: @casjam Jordan's stuff: Jordan's product, Rosie Jordan on Twitter: @jordangal
Brian and Jordan's expert (lol) takes on WordPress-land. Car shopping. Netflix rec's. Funnel tracking. Customer observations. Over-building. Join our free community for Bootstrapped Web listeners If you're wondering "what's happening in WordPress?", our friend Matt Medieros published this excellent "just the facts" timeline. Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's MVP serice OneMonth.app Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Join us in the (free) Bootstrapped Web community on Ripple.fm Today: Optimizing our onboarding funnels. Calls to action. Lead ads. ARPU. API plans. Pearl Jam. Sleep (or lack thereof). Brian's stuff: Brian's "One Month MVP" service Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's stuff: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Q4 energy. Signup funnels. Self-serve vs. not. Building assets vs. building cashflow. Membership business models. Join our free community for Bootstrapped Web listeners Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's MVP serice OneMonth.app Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Join us in the (free) Bootstrapped Web community on Ripple.fm Today: Why makes SaaS more difficult than other business models? Rosie first customers! Brian's pricing experiment update. Training businesses. AI waves. Profitability at $1-2m. College Football. US Open Tennis. Brian's stuff: Brian's "One Month MVP" service Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's stuff: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Today on Bootstrapped Web: What if we bootstrapped? Funnel projects. Pricing experiments. Software speed. Tech-enabled services. Listener conversations on Ripple. Join our free community for Bootstrapped Web listeners Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's MVP serice OneMonth.app Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Connect with Brian, Jordan and fellow listeners in the Bootstrapped Web community on Ripple.fm Today: Asking the hard-hitting questions like... Coconut pastries... for or against? Is anyone actually able to log into the black hole that is Meta ads? Publishing a 1-page HTML landing page shouldn't be difficult. Should it? Brian's stuff: Brian's "One Month MVP" service Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's stuff: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Ripple.fm is live and open. Rosie is live for self serve signups. Niche social networking. Advertising using video. Cold outreach playbooks. And a special guest joins the show Join our free community for Bootstrapped Web listeners Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's Consulting services: OneMonth.app & Tailor-Made UI Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Brian launches built and launched something new. 2 things actually. Jordan changes pricing strategy for Rosie. Brian also changes pricing strategy for Clarityflow. And all find our AI hardware "friend". Connect with Brian, Jordan and fellow listeners in the Bootstrapped Web community on Ripple.fm Brian's stuff: Brian launched Ripple.fm Brian's new "One Month MVP" service Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's stuff: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Yet another new product announcement from Brian. Jordan launches to first customers. The era of hacking on new ideas. Summer speed ups. Professional standards. Vacations. Special guest joins us to tell us it's time to stop. Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's newest thing: Ripple.fm Brian's Service: Tailor-Made UI Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Brian's next product announcement. Marketing first. Small bets. Private podcasting. AI product development speed. Summer vacations. Connect with Brian: Brian's next product landing page Brian's Service: Tailor-Made UI Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
US Presidential debate analysis. America. Launch week. First customers. Perfect storm for a new product idea. Questioning assumptions. Seeking feedback. Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Tailor-Made UI Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Tailor-Made UI. Knowing your customer. Launch-week learnings. Sales calls. Cold outreach. Margin & space. Date night hangovers. Summer camp. Connect with Brian: Brian's Service: Tailor-Made UI Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Launching heyrosie.com. First demos. Twitter feeds. Productized consulting. Homepage rewrite. Summer camp. Concerts. Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Launch week. AI demos. Prompt engineering. Help docs. Product marketing. New feature prep. B2B vs. B2C strategies. Coastal living. Mainstream AI. Connect with Brian: Brian's Product Consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Troubleshooting back pain. "Early access" vs. "Sign up". Build (or brag) in public. Bootstrapping via consulting. Starter app templates. The AI voice space. No-BS marketing. Working outside. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Shady domain brokers. Cooling off on product ideas. Pricing questions. High vs. low volume funnels. Launch and learn. Conflicting realities. Deadlifts. Summer travel. Connect with Brian: Brian's Product Consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
GPT-4o. Sleepless nights. Product idea excitement. Self-serve funnels. Keeping calm before the storm. Selling to small business. Knicks in 6? The David Park Tweet that Jordan referenced. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
No, we're not talking about Product Hunt (the website) today. This one's about:Hunting for new product ideas. Categories in AI. Finding a partner. Divesting in audience. Hobbies. Attention diets. Mothers day. Connect with Brian: Brian's Product Consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Choosing a name. YouTube experiments. SEO. Reaching a foreign industry. Branding exercise. The New York Knicks. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's YouTube channel: @briancasel Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Protyping with AI. Burnout aftermath. Validation theories that need retiring. Go-to-market. MVP speed. SaaS UI components as a service. Kitchen Reno. Passover. Knicks Games. Connect with Brian: Brian's Product Studio: Instrumental Products Brian's YouTube channel: @briancasel Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Email for SaaS. Selling to Main Street. AI in the real world. Offloading customer support. UI/UX consultancy pricing. YouTube experimentation. Vacation guilt. Kitchen renovations. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Exploring products that sell to SaaS. Flights. Credit card points. Passover. Elections. Twitter. Validation. No-kids vacations. Connect with Brian: Brian's Product Studio: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Idea hunting. Competitors. Levels. Portfolios. Rough products. Customer success. Weekly pricing. Productized services. Earthquakes. Supplements. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Brian's first LinkedIn post. YouTube. Texas. Northeast. Inbound vs. outbound. New product ideas. AI. Ecommerce. Customer Success. Tapping demand. Connect with Brian: Brian's Product Studio: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Exploring new ideas via conferences. Building in Laravel vs. Rails. Training customer success. Leveraging audience as an employee vs. founder. Travel energy. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's new consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
SaaS trends. Product studio. Pivots. Personal energy. Business energy. Ecommerce Space. Bootstrapping. First principles. Product idea mining. Platform risk. Elementary school talent shows. Connect with Brian: Brian's Product Studio: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Launching a consultancy. Generating pipeline. Breaking limiting mindsets. Outsource vs. in-house SDRs. Paid customer onboarding. Daddy-daughter dancing. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's new consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
AI everywhere. Zuck's shots fired. Committing to the new direction. Customer success. "Starter for hire" consultancy concept. Skiing. Birthdays. Connect with Brian: Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Homepage experiments. Marketing is too expensive. Product-led growth. VC game. Bootstrapper game. Cold outreach. Over-correcting. Shingles. Vienna. Snowboarding. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's new content: fullstackfounder.co Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Customer Success. Offers product. Consulting aint so bad. Hiring a video editor. Redefining success. Not enough time. Ski trips with kids. Ski trips with adults. Selling before launching. Alarms. Connect with Brian: Brian's new business: fullstackfounder.co Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Energizing the pipeline, energizing customer success, shipping a marketing site, unrealistic time estimations, getting snowed in, too much coffee (or not enough?)... Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's new business: fullstackfounder.co Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
New Year, new start, a blank canvas... Working more (or less). Clarityflow Commerce. New brand name. YouTube. Growing pipeline. Selling a product two ways. Runway pressure. Just another year :) Connect with Brian and Jordan: Brian's building: fullstackfounder.co (site is coming a few days after this episode publishes!) Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
In our final show of 2023, we're going deep... What would our younger selves think? What were our biggest milestones to date? Hardest challenges? What's our favorite "cheat code"? Connect with Brian and Jordan: Brian's building: InstrumentalProducts.com Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
Creator businesses. Self-serve demos. Partnership Gold. Stair-stepping. Sales process. Economy and SaaS. YouTube. Marketing in 2024. Audience. What else? We'll see... Connect with Brian and Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Brian's new thing: InstrumentalProducts.com Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
Black Friday fun. Cold email. Sales teams. Product market fit. Website redesign. Media company operations. Audience funnels. Connect with Brian and Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Brian's new thing: InstrumentalProducts.com Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
On today's episode: Our news diets and managing stress with world events New onboarding flows & outreach wins Board meeting dynamics SaaS viability in 2024 Connect with Brian and Jordan: Brian's new thing: InstrumentalProducts.com Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
On today's episode: Brian goes public with his new thing for 2024... Jordan onboards & optimizes the new sales team Discovery channels vs. relationship channels Spicy takes on AI startup land... Connect with Brian and Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Brian's new thing: InstrumentalProducts.com Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
On today's episode: Sharing our real time stories publicly & transparently Compensation for sales teams vs. product teams Developing the content muscle Self-serve & async demos and onboarding Exploring a coaching offer around product strategy Connect with Brian and Jordan: Brian's company, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
On today's episode: A few words on world events Brian's runway and strategic planning for 2024 Jordan's reallocating of resources and investment Brian's firing himself from sales Jordan's hiring for sales Connect with Brian and Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Brian's company, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
On today's episode: When does shipping product lead to growth? Muddy Metrics Sports, exercise, health, eating, and drinking habits Connect with Brian and Jordan: Brian's company, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
On today's episode: How we work with coaches & consultants to guide strategy & implementation UX hangover on shipped features Selling software "once" Connect with Brian and Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Brian's company, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel
On today's episode: How we onboard and activate after a sales call Strategic pricing and show vs. don't show How to think about hiring a sales person Context switching between product work and marketing work as a solo founder. Connect with Brian and Jordan: Brian's company, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal
On today's episode: Building in public. Why and how? Learning sales. Process, strategy, tactics. How we learn and implement. A solo founder's dillemma Connect with Brian and Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Brian's company, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel