business
business · EN-US
Brian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.
Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.
Contact path
Verified email
Booking probability
36%
Guest openness
Selective
Sign up to generate a grounded pitch for Bootstrapped Web.
Signup to Generate a PitchBrian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.
Recent episodes include "Just another Friday on the mics" (30 May 2026, 71 minutes), "Just another Friday on the mics" (30 May 2026, 71 minutes), and "We're back!" (21 February 2026, 55 minutes).
Bootstrapped Web publishes roughly every few months, with episodes averaging 59 minutes across 284 episodes.
Booking probability for Bootstrapped Web is 36%, and the host is rated Selective on guests. Bootstrapped Web requires a Pod Score of 80 or higher. Bootstrapped Web's contact route on record: verified email.
The strongest fits for Bootstrapped Web are Business & Management Consulting and IT Services & Software Development. Bootstrapped Web has a business audience.
Bootstrapped Web is a business podcast with 284 episodes published.
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Episode #285
<p>We're cross-posting this week's episode of The Panel here in the Bootstrapped Web feed. While Justin's traveling, Jordan and Brian do a updates episode.</p><p>Workout routines. Mindsets. North Stars. AI Agents. New...
Bootstrapped Web
We're cross-posting this week's episode of The Panel here in the Bootstrapped Web feed. While Justin's traveling, Jordan and Brian do a updates episode. Workout routines. Mindsets. North Stars. AI Agents. New York...
Bootstrapped Web
Jordan and I are back on the mics together! But it's not Bootstrapped Web. Jordan is joining Justin Jackson and me as the 3rd permanent co-host of The Panel Podcast. Be sure to subscribe to The Panel Podcast feed to...
Episode #284
<p>Jordan and I are back on the mics together! But it's not Bootstrapped Web.</p><p>Jordan is joining Justin Jackson and me as the 3rd permanent co-host of The Panel Podcast.</p><p>Be sure to subscribe to The Panel...
Episode #283
<p>Hey! Back in your feed for our bi-annual updates! It's December 2025 and that means it's time for our year-end recap and year-ahead outlook.</p><p>What Jordan's up to:</p>RosieOffiste PodcastJordan on X<p>What...
Episode #282
<p>We're back for a mid-year update!</p><p>The last time we were on the mics together it was January 2025. So what's the outlook 8 months into the year?</p><p>What we're working on:</p>Jordan's in rocket ship mode on...
Episode #281
<p>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 :)</p> <p>But for now, we're taking a breather and staying focused on...
Episode #280
<p>2024 look-back and takeaways. 2025 goals. Let's go!<br><br></p> <p>Connect with Brian:</p> Follow Brian on Bluesky / Twitter Brian's products: Building! Instrumental.dev Instrumental Products Clarityflow <p>Connect...
Episode #279
<p>Bluesky takes. Activation funnels. Retention. Delegating. Demo videos. Video marketing. Sick vacations.</p> <p>Connect with Jordan:</p> Follow Jordan on Bluesky / Twitter<br> Jordan's company, Rosie <p>Connect with...
Episode #278
<p>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.</p> <p>Connect with Brian:</p>...
Episode #277
<p>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.</p> <p>Bluesky starter packs...
Episode #276
<p>Join us in the (free) Bootstrapped Web community on Ripple.fm</p> <p>Today:</p> <p>Political noise. Removing features. Positioning. Products for developers. Idea wireframes (as a service). Hiring a video editor...
Episode #275
<p>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...
Episode #274
<p>Join us in the (free) Bootstrapped Web community on Ripple.fm</p> <p>Today:</p> <p>Brian's new product (Instrumental.dev). Comparing the open-source leadership styles of Matt, DHH, and Taylor. Building products for...
Episode #273
<p>Brian and Jordan's expert (lol) takes on WordPress-land. Car shopping. Netflix rec's. Funnel tracking. Customer observations. Over-building.</p> <p>Join our free community for Bootstrapped Web listeners</p> <p>If...
Episode #272
<p>Join us in the (free) Bootstrapped Web community on Ripple.fm</p> <p>Today:</p> <p>Optimizing our onboarding funnels. Calls to action. Lead ads. ARPU. API plans. Pearl Jam. Sleep (or lack thereof).</p> <p>Brian's...
Episode #271
<p>Q4 energy. Signup funnels. Self-serve vs. not. Building assets vs. building cashflow. Membership business models. </p> <p>Join our free community for Bootstrapped Web listeners</p> <p>Connect with Jordan:</p>...
Episode #270
<p>Join us in the (free) Bootstrapped Web community on Ripple.fm</p> <p>Today:</p> <p>Why makes SaaS more difficult than other business models? Rosie first customers! Brian's pricing experiment update. Training...
Episode #269
<p>Today on Bootstrapped Web:</p> <p>What if we bootstrapped? Funnel projects. Pricing experiments. Software speed. Tech-enabled services. Listener conversations on Ripple.</p> <p>Join our free community for...
Episode #268
<p>Connect with Brian, Jordan and fellow listeners in the Bootstrapped Web community on Ripple.fm</p> <p>Today:</p> <p>Asking the hard-hitting questions like...</p> <p>Coconut pastries... for or against? Is anyone...
Recent guests on Bootstrapped Web. Study who booked and why before you pitch.
PitchCentric classifies Bootstrapped Web under these industries. Guests from them are the closest fit, and each links to the best podcasts in that industry.
Shows with the most semantically similar episode content. Pitch one, pitch all; producers cluster.
Is this podcast yours and you'd like to remove or correct details? Request removal or email privacy@pitchcentric.com.
Questions about the free trial? See the pricing FAQ
