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Build Your SaaS – bootstrap in 2020

Transistor.fm

20 episodes

Nov 17, 2020

Landsman on software 

Justin is joined by everybody's favorite Twitter Uncle: Ian Landsman (founder of HelpSpot).

  • Ian's encounter with his internet hero Joel Spolsky
  • Do you get worried that this all going to go away?
  • How scared should we be of the competition?
  • How do you hedge your bets?
  • We prognosticate about what our bootstrapper friends' blind spots are. 🤣
  • We both ask for investors live, on air.
  • How founders should manage their personal finances.
  • How our past experience can make us blind to opportunities.
  • How can devs connect with marketers?
  • Which startups would we invest in.

What should we talk about next?

Thanks to our monthly supporters:

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Nov 10, 2020

How fragile is the prosumer SaaS market? 

We're back! 

What should we talk about next?

Thanks to our monthly supporters:

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Sep 22, 2020

What it takes to launch a SaaS 

We have a bonus episode for you this week!

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Sep 15, 2020

THE FEAR 

Jon and Justin talk about "optionality" in bootstrapping. (Justin is concerned, Jon thinks we should just enjoy the moment).

  • DHH: "Part of what gave us the confidence to turn down the whole world of venture capital was a small sale of equity to Jeff Bezos. That gave our personal bank accounts just enough ballast that the big numbers touted by VCs and acquisition hunters lost their lure."
  • Are we at peak podcasting? Things are good right now - will they be good for 10 years? 20 years? 
  • Fred Wilson: "Taking money off the table."
  • How much did the founders of Buffer, Robinhood, etc. take off the table? Article.
  • Des Traynor: "A founder is spending 60 months of their best years in their startup (instead of their career). That is a substantial upfront investment; it's like a seed round, but instead of money, it's your life."
  • How much richer than us is Jeff Bezos?

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Sep 8, 2020

Do you really need to build an audience? 

Late-summer update! This week on the program, we bring you a super spicy interview that Justin did on the TechZing podcast.

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Aug 4, 2020

Break out 

Mid-summer update! This week on the program, Justin and Jon talk about:

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Jun 30, 2020

Talking about an acquisition 

This week on the program, Justin and Jon talk about:

  • Updates on Transistor: new API is almost done, static site generator, growth slowed in June?
  • Questioning whether we should slow down for the summer
  • Talking about the Simplecast acquisition
    • What would sell for? Mike: “Anything that’s a life-changing amount.”

Want to reply to something we said?

★ Bootstrapper shout-out of the week:

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Jun 16, 2020

It's just too much 

This week on the program, Justin and Jon talk about:

You can reply to this podcast here:

★ Bootstrapper shout-out of the week:

  • LessAccounting
  • https://www.lessaccounting.com/
  • Cloud base accounting software and services for non-accountants. This used to be owned by Allan Branch (Paul Kogan owns it now). It’s specifically designed for small businesses with 1-25 employees and contractors

Thanks to our monthly supporters:

★ Support this podcast on Patreon ★

Jun 9, 2020

Waking up 

Structural racism affects every part of the economic system. It affects bootstrappers too! It defines:

  • Who we hire
  • Who we invest in
  • Who we promote
  • Who we chat with
  • Who sees our numbers
  • Who we invite to speak
  • Who gets access to our platform
"It's not just about being oppressed or being an oppressor, it's about resisting oppression and resisting being an oppressor; being an ally, being an advocate for social justice." – Dr. Beverly Daniel Tatum (
clip)Right now, in cities across America, people are protesting systemic violence and oppression against Black people.

We (Jon and Justin) are waking up to how complicit we are in the system. We're seeing our privilege. We're humbled and motivated by the words of Dr. Erin Thomas:"You can directly impact the extent to which your organization counters historical inequity, inequality & injustice."The bootstrapping, SaaS, and startup ecosystems need to wrestle with these issues."How can you help? By working to dismantle a system of racism from which you reap the benefits. If you are not working to do that then you don’t actually want to help." – Kristina Daniels

Instead of Patreon shout outs, we're shouting out these causes:

Want to take the next step?

Things to read, listen to, and watch:

This podcast was recorded on June 4, 2020.

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May 26, 2020

Why there's no episode today 

👋 Justin here. This episode is to let you know why there's no episode today. (I've had a few DMs from folks that were worried!)

We're good; we had some server trouble this morning that took all our time and attention today. We're hoping to be back next Tuesday with a full episode.

Thanks everyone; we appreciate your support! ✌️

Special thanks to Dean Layton James, from
CloudPeriscope and Benedikt Evans from UserList for giving us ideas on how to fix our issues today! ❤️

You can reply to this podcast here:

★ Bootstrapper shout-out of the week:

  • SeekWell.io
  • "Send SQL (MySQL, Postgres, Snowflake, Redshift, and SQL Server) to Google Sheets, Excel, Slack, or email"

Thanks to our monthly supporters:

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