
My Biggest Failure, and Success, of 2024
12/16/24 • 23 min
2024 has been a transformative year for me. I learned a ton about myself and my business, and for the first time in a while I feel like I’m not flailing. I’ll have the clearest plan I’ve had in a long time in 2025 — one that’s reinforced by conversations I’ve had, not just hunches. So for the last episode of the year, I wanted to do a quick year in review where I talk about my biggest success, my biggest failure, and the lessons I learn.
Plus, some feedback from last week’s episode on using AI.
My Biggest Success
This was definitely ranking #1 in Google for “Podcast Coach”. It shows that my work to grow this area of my business is working out!
Biggest Failure
My Be everywhere strategy. I made a big deal about it and abandoned after 4 months, since it was very clearly not working. It was basically all downsides. It also resulted in two other outcomes:
- Going to stop publishing on Medium in 2025
- Shutting down my membership
Lessons
- Know your niche. I thought I knew mine but it got a lot clearer the back half of the year, and I saw a positive impact because of it.
- Don’t discount SEO/Google, and even ChatGPT, which is being used for search more. As social media is fracturing further,
- Focus on one thing at a time. My Be Everywhere strategy left me trying to do too many things at once, and none of the succeeded.
Links
- PodMatch
- Maker and Moxie
- Podcast Advent
- My Experiment with Substack and Being “Everywhere”
- My Be Everywhere Strategy was an Incredible Failure
- How to be a Scrappy Researcher (to Actually Sell Products) with Becky Pierson Davidson
- I’m Shutting Down my Podcast Membership
- We Need AI Disclosures
- Matt Medeiros
- The Podcast Setup
- Mike (Bagel) Barugel
- (00:00) - Intro
- (01:32) - My Biggest Success
- (06:01) - My Biggest Failure
- (09:34) - Social Media is Fracturing
- (11:30) - 3 Lessons from 2024
- (16:25) - Feedback on Using AI
2024 has been a transformative year for me. I learned a ton about myself and my business, and for the first time in a while I feel like I’m not flailing. I’ll have the clearest plan I’ve had in a long time in 2025 — one that’s reinforced by conversations I’ve had, not just hunches. So for the last episode of the year, I wanted to do a quick year in review where I talk about my biggest success, my biggest failure, and the lessons I learn.
Plus, some feedback from last week’s episode on using AI.
My Biggest Success
This was definitely ranking #1 in Google for “Podcast Coach”. It shows that my work to grow this area of my business is working out!
Biggest Failure
My Be everywhere strategy. I made a big deal about it and abandoned after 4 months, since it was very clearly not working. It was basically all downsides. It also resulted in two other outcomes:
- Going to stop publishing on Medium in 2025
- Shutting down my membership
Lessons
- Know your niche. I thought I knew mine but it got a lot clearer the back half of the year, and I saw a positive impact because of it.
- Don’t discount SEO/Google, and even ChatGPT, which is being used for search more. As social media is fracturing further,
- Focus on one thing at a time. My Be Everywhere strategy left me trying to do too many things at once, and none of the succeeded.
Links
- PodMatch
- Maker and Moxie
- Podcast Advent
- My Experiment with Substack and Being “Everywhere”
- My Be Everywhere Strategy was an Incredible Failure
- How to be a Scrappy Researcher (to Actually Sell Products) with Becky Pierson Davidson
- I’m Shutting Down my Podcast Membership
- We Need AI Disclosures
- Matt Medeiros
- The Podcast Setup
- Mike (Bagel) Barugel
- (00:00) - Intro
- (01:32) - My Biggest Success
- (06:01) - My Biggest Failure
- (09:34) - Social Media is Fracturing
- (11:30) - 3 Lessons from 2024
- (16:25) - Feedback on Using AI
Previous Episode

It’s Been 2 Years Since ChatGPT Came Out. How do Solopreneurs Use It?
It’s been two years since ChatGPT went mainstream, and AI has completely transformed how we work. While I maintain some hesitancy and skepticism in using AI, it has made it’s way into my daily life for certain tasks. While I’ll tell you all about that, I also talk about why the human touch will always matter, no matter how advanced these tools get.
So strap in (yes, I wrote these words without any intervention from AI) for a look into how I’ve been using AI as a solopreneur. And don’t worry — I’ve mostly edited out the rambling rants.
Top Takeaways
- AI tools like ChatGPT have improved significantly, especially with features like custom GPTs and web-connected capabilities, but there’s room for growth in personalization.
- AI has become an essential tool in my workflows, particularly for providing fresh perspectives during ideation and research, and “rubber ducking.”
- As we move forward, it’s important to balance efficiency with authenticity, using AI for support while ensuring it doesn’t replace meaningful human interactions and creativity.
Links
- Apple's Definition of a Photo
- The Coming Wave
- I'm on Bluesky
- Send your feedback
- (00:00) - Intro
- (01:52) - I'm AI Hesitant
- (05:49) - How I'm Using AI
- (09:41) - ChatGPT is Replacing Google
- (12:48) - My Thoughts on Apple Intelligence
- (13:58) - What is a Photo?
- (18:53) - Feedback — How You're Using AI!
- (22:31) - The Future of AI
- (25:41) - Wrapping Up
Next Episode

Generosity and the Future: My Favorite Christmas Story
I knew from a young age, I wanted to play the drums. I got my first small kit when I was five and when my friends and I started a "band," heavy quotes, I played paint buckets. When I was 15 years old, I knew I needed a real kit.
This is the story of how I got it, and how one man's incredible kindness had a profound effect on me.
Show Notes
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