50 episodes

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.

Bootstrapped Web Bootstrapped Web

    • Business
    • 4.9 • 55 Ratings

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.

    Era of Trying Stuff

    Era of Trying Stuff

    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

    • 47 min
    What's Next?

    What's Next?

    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

    • 1 hr 5 min
    The Morning After

    The Morning After

    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

    • 42 min
    Dialing In

    Dialing In

    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

    • 1 hr 2 min
    Hey, Rosie

    Hey, Rosie

    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

    • 1 hr 9 min
    Prompt Engineering

    Prompt Engineering

    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

    • 59 min

Customer Reviews

4.9 out of 5
55 Ratings

55 Ratings

ItsDanWu ,

Great insight into a founders psyche!

Love how Jordan and Brian are taking us with them on their founder journey. You don’t get insight into a founders psyche and day-to-day in any other podcast in my opinion. Rooting for you guys!

J. Barshop ,

Awesome show, highly recommend!

Brian, Jordan and their guests provide some incredibly actionable and compelling content, spotlighting incredible founder stories that are guaranteed to teach you something new.

Highly recommend listening and subscribing to Bootstrapped Web if you want the knowledge AND mindsets to effectively grow your business (and reach all of your overall goals as a result)!

Just for the culture ,

The most insightful podcast you'll find

Finally you get the chance to know about the struggles of growing a business as they're happening.

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