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.

    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
    Build in public

    Build in public

    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

    • 1 hr 8 min
    Launch and learn

    Launch and learn

    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

    • 56 min
    AI Products

    AI Products

    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

    • 58 min
    Product Hunting

    Product Hunting

    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

    • 56 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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