Bootstrapped Web

By 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 exiti... more

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5858 ratings

FAQs about Bootstrapped Web:

How many episodes does Bootstrapped Web have?

The podcast currently has 379 episodes available.

Bootstrapped Web episodes:

August 11, 2023Learning 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
...more
58min
July 21, 2023An 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
...more
50min
July 07, 2023Launching 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!
...more
58min
June 09, 2023Sales 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
...more
1h 1min
June 02, 2023High 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
...more
1h
May 19, 2023Founder 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
...more
51min
May 12, 2023 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
...more
56min
May 05, 2023 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
...more
56min
April 28, 2023 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)
...more
51min
April 21, 2023 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 )
...more
55min

FAQs about Bootstrapped Web:

How many episodes does Bootstrapped Web have?

The podcast currently has 379 episodes available.

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Bootstrapped Web

FAQs about Bootstrapped Web:

How many episodes does Bootstrapped Web have?

Bootstrapped Web episodes:

FAQs about Bootstrapped Web:

How many episodes does Bootstrapped Web have?

More shows like Bootstrapped Web

Startups For the Rest of Us

MicroConf On Air