
What We’d Build (If Not This)
09/22/22 • 56 min
Brian and Jordan are back behind the mic and are powered by the chilly fall weather and some pretty strong cold brew. Are you ready for the most random Bootstrapped Web episode yet?
How do you navigate the Catch-22 that is operations versus growth? If you were to jump into a completely different niche or industry right now, what business would you start? Brian and Jordan are answering some of your questions and topics submitted through Twitter.
If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here
“Every business that I’ve ever had, has been a reaction to the previous business.” – Brian Powered By the Tweet This PluginTweet ThisHere are today’s conversation Points:
- Operations versus growth
- In SaaS versus as a freelancer
- What you need to do in order to not interrupt the forward momentum
- Invite-only feature launch with ZipMessage
- Does funding really help extend your roadmap?
- The Catch-22 of growth and operations
- New and different niches and industries
- Time away for research
- AI-driven tech
- Media businesses in the modern web
- YouTube, TikTok, OnlyFans, etc.
- Different use cases for almost anything
- Separating passion from a career?
- The formatting of new podcasts
- Types of tweets and content on Twitter
Resources:
As always, thanks for tuning in. Head here to leave a review on iTunes.
Brian and Jordan are back behind the mic and are powered by the chilly fall weather and some pretty strong cold brew. Are you ready for the most random Bootstrapped Web episode yet?
How do you navigate the Catch-22 that is operations versus growth? If you were to jump into a completely different niche or industry right now, what business would you start? Brian and Jordan are answering some of your questions and topics submitted through Twitter.
If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here
“Every business that I’ve ever had, has been a reaction to the previous business.” – Brian Powered By the Tweet This PluginTweet ThisHere are today’s conversation Points:
- Operations versus growth
- In SaaS versus as a freelancer
- What you need to do in order to not interrupt the forward momentum
- Invite-only feature launch with ZipMessage
- Does funding really help extend your roadmap?
- The Catch-22 of growth and operations
- New and different niches and industries
- Time away for research
- AI-driven tech
- Media businesses in the modern web
- YouTube, TikTok, OnlyFans, etc.
- Different use cases for almost anything
- Separating passion from a career?
- The formatting of new podcasts
- Types of tweets and content on Twitter
Resources:
As always, thanks for tuning in. Head here to leave a review on iTunes.
Previous Episode

What We'd Build (If Not This)
Brian and Jordan are back behind the mic and are powered by the chilly fall weather and some pretty strong cold brew. Are you ready for the most random Bootstrapped Web episode yet?
How do you navigate the Catch-22 that is operations versus growth? If you were to jump into a completely different niche or industry right now, what business would you start? Brian and Jordan are answering some of your questions and topics submitted through Twitter.
If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here
“Every business that I’ve ever had, has been a reaction to the previous business.” – Brian Powered By the Tweet This PluginTweet ThisHere are today’s conversation Points:
- Operations versus growth
- In SaaS versus as a freelancer
- What you need to do in order to not interrupt the forward momentum
- Invite-only feature launch with ZipMessage
- Does funding really help extend your roadmap?
- The Catch-22 of growth and operations
- New and different niches and industries
- Time away for research
- AI-driven tech
- Media businesses in the modern web
- YouTube, TikTok, OnlyFans, etc.
- Different use cases for almost anything
- Separating passion from a career?
- The formatting of new podcasts
- Types of tweets and content on Twitter
Resources:
As always, thanks for tuning in. Head here to leave a review on iTunes.
Next Episode

Tools & People
What tools do you use for sales and support? Which tools work best for project management? How do you know who to hire first if you’re a bootstrapped company?
Brian and Jordan asked for your questions and Twitter delivered. Today, they are answering Twitter’s questions about what tools they use, and who to hire, and when.
If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here.
“It’s interesting the way we think of tools and how we sell tools to other companies.” – Jordan Powered By the Tweet This PluginTweet ThisHere are today’s conversation Points:
- NoSnow TinyConf
- Tools that we use:
- Techstack (Laravel, Angular, React, Ruby on Rails, PHP, Tailwind)
- Project Management (Github, Notion, MixPanel, Confluence, Jira)
- Marketing Changelog
- Sales, Marketing, and Support (Pipedrive, Asana, Hubspot, Salesforce, Intercom, Customer.io, HelpSpace, HelpScout)
- Metrics and Internal Tracking (Grafana, Profitwell, ChartMogul, MixPanel, Amplitude, Google Analytics, Fathom Analytics, Plausible Analytics)
- Communication (Slack)
- Hiring when you’re bootstrapped, versus when you’re funded
- Who to hire first
- Who they are hiring now
Resources:
As always, thanks for tuning in. Head here to leave a review on iTunes.
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