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Bootstrapped Web

Latest episodes

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Aug 11, 2023 • 57min

Learning to do business (over and over)

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
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Jul 21, 2023 • 49min

An appropriate level of mud slinging

On today's episode: How do we think about runway and profitability? What's an appropriate level of mud throwing? Should founders spend time on personal brand? Connect with Brian and Jordan: Brian's company, Clarityflow  Brian on Threads: @brian.casel Brian on Twitter: @casjam Jordan's company, Rally Jordan on Threads: @jordangal Jordan on Twitter: @jordangal
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Jul 7, 2023 • 58min

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 close larger deals Connect with Brian and Jordan: Jordan's company, Rally  Jordan on Twitter: @jordangal  Brian's company, Clarityflow  Brian on Twitter: @casjam  Yo! We're on Threads too!
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Jun 9, 2023 • 1h 1min

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 Jordan: Brian's company, Clarityflow  Jordan's company, Rally  Brian on Twitter: @casjam  Jordan on Twitter: @jordangal 
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Jun 2, 2023 • 59min

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 thinking about this week. Connect with Brian and Jordan: Brian's company, Clarityflow  Jordan's company, Rally  Brian on Twitter: @casjam  Jordan on Twitter: @jordangal 
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May 19, 2023 • 50min

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, Clarityflow  Jordan on Twitter  Brian on Twitter 
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May 12, 2023 • 56min

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-market, and BBQ smokers. Brian's business: Clarityflow (formerly ZipMessage ) Jordan's business: Rally   Follow us on the Twitters: @jordangal & @casjam    
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May 5, 2023 • 55min

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 ZipMessage) Jordan's business: Rally  Follow us on the Twitters: @jordangal & @casjam  
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Apr 28, 2023 • 51min

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  Brian's business, Clarityflow (formerly ZipMessage)
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Apr 21, 2023 • 54min

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 wild few weeks while we've been off, but we're back! Jordan's business, Rally   Brian's business, Clarityflow (formerly ZipMessage )

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