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Bootstrapped Web — 284 episodes · page 1 of 3
Just another Friday on the mics
We're back!
2025 recap & 2026 outlook
2025 Mid-Year Update
Our final episode (for now)
Year-end takeaways & goals
Bluesky.
Building out of a job
"Thank you for solving my problem."
Probably fine
Funnels & Moonshots
Products For Builders
Pressing Questions
Onboarding Funnels
What Customers Want
Why is SaaS hard?
If we bootstrapped
Funnels & Websites
Networks & Audiences
Pricing Experiments
Era of Trying Stuff
What's Next?
The Morning After
Dialing In
Hey, Rosie
Prompt Engineering
Build in public
Launch and learn
AI Products
Product Hunting
Startup Names
Entrepreneurial Seasons
Not Selling to SaaS
Sell to SaaS?
Make it Rough
Creating Content & New Product Ideas
Ideas & Tech Stacks
The internet is a confusing place
Charging for Onboarding
New Directions
2024 Calculus
Enough Time
Pipeline Energy
Blank Canvas
What would a young Jordan and Brian say?
Winning Partnerships
Operating a Media Company
News Diets & Work Balance
FOMO, Focus, and AI
Compensation, Content, & Speed
Staring Reality In The Face
Product Growth Levers
Getting Outside Help
Context Switching
Learning to do business (over and over)
An appropriate level of mud slinging
Launching mobile apps, sales cadence, and summer work-life.
Sales Breakthroughs & In-Person Growth Strategy
High status vs. low status customers
Founder Shadowing
Starting Up Sooner vs. Later
Knowing what we know now...
Hangovers & Chaos
Raising Funding (& Pricing)
Artificial Intelligent Business
Websites & Taxes
ZipMessage has a new name...
Putting in the hours
All the Things
Projections… What Are They Good For?
Communicating What's Next
Product in Market (Is How We Learn)
Building in public… More.
Another Year
Hey ChatGPT, what should we talk about?
Twitter Takes (and Some Business Talk)
Q4 Energy
Tools & People
What We'd Build (If Not This)
Work-Life (Hour-by-Hour), Explained
Research, Roadmaps, People, and Product
Company as a Product
Product vs. Pipeline
Talking to Customers
Marketing in 2022
Traction... Then what?
Everything Must Go
CartHook Acquired!
Tokenizing
So Meta
Wheels Are Turning
2021/2022 New Year reflections
The Chaos
Define Traction
Chicken or Egg Development
Go to Market vs. Marketing
How to Fund a Startup
Should We Rename the Podcast?
Audience Ops Changes Hands
Marketing ideas