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Justin's brain
Justin Jackson
15 episodes
1 week ago
Hi, I'm Justin Jackson. Here, I'm sharing brief thoughts on building a better life, bootstrapping, improving society, growing older in tech, being a dad...
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All content for Justin's brain is the property of Justin Jackson and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Hi, I'm Justin Jackson. Here, I'm sharing brief thoughts on building a better life, bootstrapping, improving society, growing older in tech, being a dad...
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Personal Journals
Arts,
Society & Culture
Episodes (15/15)
Justin's brain
Same effort; better results

There's a strange relationship between the effort you put into something and the outcome you get out of it.

You could invest thousands of hours in a project, only to get a tepid response to what you've made.

Read the blog post: "The effort-outcome asymmetry" 

Have thoughts? Reply on Bluesky

Show more...
2 months ago
6 minutes

Justin's brain
"I've changed my mind on AI coding" – Adam Wathan (creator of Tailwind)

"I used to be more skeptical than I am now. Especially when everyone was talking about 'one-shotting' and 'vibe coding.' But then I forced myself to download Cursor and build an entire project without typing any code, making the computer type the code for me. I had to throw myself in the deep end."

All three of us (Adam, Brian, Justin) give our honest takes on AI and software development, and how it's going to affect our businesses.

"AI is like keyboard shortcuts on steroids for the things I am an expert in."

🎧 Listen to the whole episode on The Panel:
https://panelpodcast.com/11

Adam and Brian share how AI lets them program more, not less, by eliminating grunt work. They think experienced developers will have a huge advantage in this AI era. 

We also dive into the business implications: how AI is already affecting traffic and sales for Tailwind UI, why building an audience is more important than ever, and what Adam is building next.

This conversation actually got me curious to try Claude Code and Cursor AI.

Chapters
00:00 - Adam's Initial AI Skepticism
01:15 - The Cursor Experiment: Building Without Typing Code
02:45 - Why You Need to Be Specific with AI
03:15 - The Evolution of AI Models (Claude Sonnet 4)
04:00 - Cursor Rules: Training AI to Match Your Style
04:45 - The 90% Grunt Work Problem
06:30 - AI as "Keyboard Shortcuts on Steroids"
07:15 - Why AI Fails for Learning New Technologies
08:15 - Using ChatGPT vs Cursor: Learning vs Coding
09:00 - The Future of AI in Every App
10:15 - How AI Should Work in Design Tools (Figma)
10:30 - How AI is affecting the Tailwind business (traffic is down)
14:00 - Keeping JavaScript Commercial This Time
14:45 - New Ventures: Video Editing Software
16:30 - Removing Grunt Work from Video Editing
17:45 - The Paradigm Shift and New Opportunities
19:00 - AI for Custom Personal Tools
20:30 - Building AI Automation Flows
22:00 - The Future: AI Pull Requests for Tailwind

🔗 Links:
Bryan's new Rails components: https://instrumental.dev/
Bryan's SaaS: https://clarityflow.com/
Integrate Open AI and Anthropic APIs into your Rails applications (video): https://www.youtube.com/watch?v=5dW1Kkx7utQ
Rob Walling's Stair Step approach: https://robwalling.com/essays/2015/03/26/the-stair-step-method-of-bootstrapping
Vercel's new V0 AI tool: https://v0.dev/
Thorsten Ball's article: How to build an agent https://ampcode.com/how-to-build-an-agent

★ More about me: ★
I'm Justin Jackson. I founded https://transistor.fm (a podcast hosting and analytics platform) with Jon Buda.

I write, podcast, and make videos about bootstrapping, startups, marketing, calm companies, and business ethics.

My blog: https://justinjackson.ca
Bluesky: https://bsky.app/profile/justinjackson.ca

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4 months ago
23 minutes

Justin's brain
"A Genius is He Who is Most Himself"

 My friend Jeremy Enns and I recently had this conversation about a quote by Thelonious Monk:

"A genius is the one most like himself."


We explored this idea about what it means to find your zone of genius and why being authentically yourself might be the key to your greatest work.

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6 months ago
15 minutes

Justin's brain
Are you an introvert or extrovert?

I think a lot of folks assume that people who create content (YouTube videos, podcasts, screencasts, public speaking) are mostly extroverted.

But this conversation I recently had with Aaron Francis, Marie Poulin, and Brian Casel on the Panel Podcast calls that into question.

🔗 Listen to the full episode here: https://panelpodcast.com/4

Timestamps:

  • (00:00) - - Are most content creators extroverts?
  • (00:50) - - Marie's journey from YouTube-resistant to YouTube creator
  • (02:07) - - Brian on the paradox of being quiet in person but public online
  • (03:33) - - Aaron: introvert who loves the stage
  • (05:11) - - It's not about attention, it's about resonance
  • (05:53) - - Am I the only extrovert here?

I'd love to hear your thoughts! Are you an introvert or extrovert?

🗣️ Leave a comment on Bluesky

Show more...
7 months ago
6 minutes

Justin's brain
Is YouTube going to kill audio podcasts?

In the pursuit of "making podcasts more discoverable," the podcast industry has welcomed YouTube with open arms. But is the industry misdiagnosing YouTube's role? YouTube isn't just "getting into podcasting" - it's a behemoth that's captured consumer attention at an unprecedented level.

Join the discussion:

  • Reply on Bluesky
  • Leave a comment on YouTube

I don't think YouTube actually cares about "podcasting" as an industry (it's just another content keyword for them). I also think responses like "Let's add video to podcasts" are missing the bigger picture.

This episode contains clips of myself and Jeremy Enns digging into the realities of algorithmic discovery, social media addiction, audio podcasts vs video podcasts, and how the podcast industry might respond to the threat of YouTube as a platform.

  • (00:00) - - YouTube's advantage: engrained consumer habits
  • (01:54) - - What the podcast industry gets wrong about YouTube
  • (02:57) - - YouTube as the ultimate content aggregator
  • (04:47) - - "This is not our kingdom": Podcasting in YouTube's empire
  • (06:36) - - The staggering reach of YouTube (98% of US internet users)
  • (07:38) - - What podcasting does that YouTube doesn't
  • (08:30) - - Marketing podcasts as "entertainment for your ears for when your eyes are busy"
  • (09:20) - - Positioning audio podcasting as the calm alternative to digital overstimulation

Read my blog post on this topic here:
justinjackson.ca/podcast-industry-youtube

Want to start an audio podcast? Read my guide.

Show more...
8 months ago
10 minutes

Justin's brain
Are we screwed? Is AI going to kill software development as we know it?

The advent of AI coding assistance has introduced a wave of dread in the software development industry, exemplified by Chris Sacca's stark prediction that "we are super screwed" when it comes to traditional coding jobs. 

But I'm not convinced.

  • (00:00) - Chris Sacca's dire prediction about AI replacing coding
  • (02:23) - Brian Casel: In the future, will everyone just use AI to build their own little apps?
  • (02:42) - Tyler King: Is this wave of AI hype similar to the no-code wave?
  • (03:22) - The limitations of cobbled-together products
  • (04:40) - Colleen Schnettler: AI's limitations with integrated, systems level thinking
  • (05:22) - Historical parallel: the threat of open source alternatives
  • (06:12) - The Once.com experiment and self-hosting challenges
  • (07:40) - Problems with AI-generated code maintenance
  • (08:49) - Why great software requires human decision-making
  • (09:35) - AI's current limitations in end-to-end creation

Join the discussion by leaving a comment on YouTube or replying to my post on Bluesky
Show more...
8 months ago
10 minutes

Justin's brain
Too old to be a founder?

I wrote a blog post, that ended up Hacker News, called: "What's happening with founders over 40?" I got a lot of comments and reactions to the piece, so I thought I'd respond to those here.


Key moments:

  • 0:00 - What was the blog post about?
  • 1:28 - Discussion of cognitive changes and fluid vs crystallized intelligence
  • 3:01 - Personal example of declining energy for late-night work
  • 5:36 - Menopause and hormonal changes in aging
  • 7:58 - Research showing the age of a successful founder is 45
  • 10:15 - Personal life stage considerations
  • 12:31 - Thoughts on ambition and different paths for aging entrepreneurs
  • 14:04 - Discussion of taking health seriously in your 40s
  • 15:44 - Example of shifting gears like Rob Walling
  • 17:38 - Final example: Bob Dylan

Key Quotes:

  • "At 44, I don't feel like I still have the raw horsepower in terms of creative mental energy that I did 20 years ago."
  • "It's like gradually and then sudden. And there's actually research that shows that aging might happen in these bursts."
  • "A 50 year old entrepreneur is nearly twice as likely to have a runaway success as a 30 year old."
  • "Nothing sticks. I have to clear my schedule, concentrate, take supplements, stay up late, and take copious notes just to make a bit of progress on anything."
  • "You can't have the same kind of energy or creative firepower forever. I did that. I can't do that anymore, but I can do other things now."

Links:

  • Blog post: What's happening with founders over 40?
  • Draft: I'm 44, and my brain is getting worse
  • Article: How Old Are Successful Tech Entrepreneurs?
  • Blog: Old founders do this better
  • Research: How the Aging Brain Affects Thinking
  • Article: Humans age dramatically at two key points in life
  • Research: Nonlinear dynamics of multi-omics profiles during human aging
  • Peter Attia: build muscle in your 40s
  • Video: Bob Dylan, 60 minutes
  • Book: From Strength to Strength, Arthur Brooks
Show more...
10 months ago
18 minutes

Justin's brain
You can't do everything, everywhere, all at once

I have an entrepreneurial drive to start many projects.

A formula from my therapist about stress management.

How I use Claude AI to evaluate my life choices.

Key moments:
0:00 - Introduction & One-Take Podcast Format
0:39 - The Stress Formula: Demands vs Resources
1:44 - Entrepreneurial Phase & Sustainability
1:59 - Using Claude AI for Life Planning
2:27 - My Current Responsibilities
3:31 - Desires for New Projects
4:04 - Claude's Analysis of My Responsibilities
5:17 - Resource Management Insights
6:31 - The Only Two Solutions
6:50 - Summer Camp Dream Example
8:13 - Key Lesson: Can't Be CEO of Everything
9:18 - Three Main Takeaways

Key Points:

  • Stress = Demands ÷ Resources
  • The importance of maintaining equilibrium between responsibilities and available resources
  • How I'm using Claude AI for personal life planning
  • Why you can't be the CEO of everything
  • The necessity of delegation when taking on new projects

Links:

  • Bluesky: I want to do all the things!
  • Follow me on Bluesky
  • Inspired by Caleb Porzio's "Notes on Work" podcast
Show more...
11 months ago
10 minutes

Justin's brain
Bluesky feels like Twitter did in the glory days

tl;dr – I've decided to delete all my Twitter posts, lock down my account, and leave the platform. And I'm going all-in on Bluesky, which (in the last month) has become 1,000x more fun than X.

Links:

  • Why I'm leaving Twitter for Bluesky  – my blog post
  • ​Bluesky Migrate​ – a simple guide on how to migrate to ​Bluesky from X.
  • ​Starterpacks.net​ and ​Bluesky Directory help you find Starter Packs to follow.
  • ​Use your custom domain as your username​

Follow me on Bluesky!
https://bsky.app/profile/mijustin.bsky.social

Show more...
11 months ago
14 minutes

Justin's brain
Thoughts on Chad Muska

In 1999, I met Chad Muska at Slam City Jam in Vancouver. He was at the height of his popularity. His pro model was selling 10,000 units a month, and he was one of the first playable characters in Tony Hawk's Pro Skater game.

But then, all the money and fame ran out.

"Right around the beginning of the pandemic," Chad says, "everything ended in skateboarding for me as far as finances go. My last check came in, and it was done."

So, what's Chad Muska doing now? He's building the Muska brand as an independent company and bootstrapping it just like you or I would.

I initially made this episode as a YouTube mini-documentary. You can watch it here: https://youtu.be/14SLpQ-SsiM

Read more about Chad's story on my blog: https://justinjackson.ca/chad-muska

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1 year ago
10 minutes

Justin's brain
The tech industry loves reducing friction, but that's not always ideal
"It's good for people to have to slow down; for people to not be able to just knee-jerk a reaction every time someone says something they don't like. in this TikTok video. so I'm like, if you've read the comments on TikTok videos, it's not the pinnacle of human achievement. Right? It's like They're awful. And YouTube YouTube comments are terrible too."

Full episode on the Make Lemonade podcast, episode 49

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1 year ago
3 minutes

Justin's brain
My 2022 year in review: bootstrapping a SaaS startup, new features, conferences, investments

This is my 2022 year in review. I've been writing these every year since 2013. Traditionally, these have focused on my business highlights: what's happening with the podcasting SaaS I run with Jon Buda (Transistor.fm), thoughts on bootstrapping and startups, plus any other personal experiences I feel I can share publicly.

If you'd prefer to read the blog post version, you can find it here:
https://justinjackson.ca/2022-review

What happened in 2022 for Transistor.fm
With a team of four people, we were able to launch a lot more features than in previous years.

  • Updated podcast website builder (and new themes)
  • Multiple languages for podcast websites
  • Free podcast website builder for non-Transistor customers
  • Podcast achievement badges
  • Multiple improvements to Dynamic Ad Insertion
  • Episode timestamp links
  • Multiple improvements to podcast analytics: episode comparison charts
  • Guest, host, and creator profiles for podcast websites
  • Cool MP3 chapter feature that automatically generates timestamps
  • Remove email address from the RSS feed, so you don't get spam
  • Added a few new Podcasting 2.0 tags (and joined the Podcast Standards Project)
  • Big refresh to the Transistor marketing website

I spent the last few months of 2022 trying to improve Transistor's search results for terms like "how to start a podcast" (both on Google and YouTube).

Other links:

  • Tatiana's community newsletter
  • Matt Ruby's standup comedy special
  • Why Sam Harris left Twitter

Top posts from 2022

  • Working harder won't make you more successful
  • Older founders do this better
  • The Good Life
  • Is Twitter done?
Show more...
2 years ago
24 minutes

Justin's brain
Business advice: learn from past mistakes, but make better bets in the future

When looking at past mistakes, the positive action is to ask: "What did I learn?"

But when we're looking towards the future, we want to be mindful of the kinds of risks we're taking.

When you commit to the wrong thing, you risk burning out or getting crushed.

Watch the whole interview on Sharath Kuruganty's channel:
https://www.youtube.com/watch?v=3M-XsuHVxXM

Listen to the podcast:
https://undefeatedunderdogs.com/6

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2 years ago
1 minute

Justin's brain
Avoid fame if you can
"People see fame as a way to get to success"
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2 years ago
3 minutes

Justin's brain
For the first time, in a long time, I feel relaxed
A clip from the Indie Hackers interview #118
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6 years ago
3 minutes

Justin's brain
Hi, I'm Justin Jackson. Here, I'm sharing brief thoughts on building a better life, bootstrapping, improving society, growing older in tech, being a dad...