Bootstrapped Web
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.

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Episoder(172)

Launching mobile apps, sales cadence, and summer work-life.

Launching mobile apps, sales cadence, and summer work-life.

On today's episode: Brian's back from Asia (did he stop working?)  Launching the Clarityflow app on iOS and Android (check the video) Jordan's shifting the sales process & sequence What it takes to c...

7 Jul 202357min

Sales Breakthroughs & In-Person Growth Strategy

Sales Breakthroughs & In-Person Growth Strategy

On today's episode: The value of in-person relationship building The murky side of MRR growth Transparency with our teams PGA & LIV,  Apple Vision Pro and other sidetracks! Connect with Brian and Jo...

9 Jun 20231h

High status vs. low status customers

High status vs. low status customers

What (and when) is a SaaS "feature complete"? How do we sell and negotiate mid-market contracts? How to please customers (and which ones are worth pleasing)? ...And other tricky questions we're think...

2 Jun 202359min

Founder Shadowing

Founder Shadowing

Founder shadowing (make it a thing?) chatGPT vs. hiring a writer Go to market strategy Dialing in ICP What is marketing, really? Follow Brian and Jordan: Jordan's company, Rally  Brian's company, C...

19 Mai 202350min

Starting Up Sooner vs. Later

Starting Up Sooner vs. Later

Brian and Jordan give their takes on the question of whether to start up your first business earlier vs. later in life. Plus: Board meeting takeaways, MRR growth, sales demos, enterprise vs. mid-mark...

12 Mai 202355min

Knowing what we know now...

Knowing what we know now...

What would we have done differently if we started Rally or Clarityflow over again? We get into that and other questions from Twitter. Keep em coming!Brian's business: Clarityflow (formerly ZipMessa...

5 Mai 202355min

Hangovers & Chaos

Hangovers & Chaos

Brian's taming the chaos of inbound customer growth mixed with urgency to ship. Jordan's experimenting with 2 go-to-market strategies, one for enterprise, one with partners.Jordan's business, Rally  ...

28 Apr 202350min

Raising Funding (& Pricing)

Raising Funding (& Pricing)

Jordan announces Rally's Series A and we unpack the whirlwind road that it took to get there. Brian launched a pricing increase, which coincided with a competitor's unexpected shut down. It's been a w...

21 Apr 202354min

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