Last week at the gym, we were chatting about gym clothes, and some of us older folk started reminiscing about leg warmers.
We were cracking up…
“Why were leg warmers even a thing?” 😂
Meanwhile, the much younger members of the gym were like…
“WTF are leg warmers?” 😶
Poor kids. They didn’t get the joke.
That blank look? That’s pretty much what I see when I tell people starting a newsletter was part of my retirement plan.
They don’t get it. Yet.
So this week, I took a shot at explaining why.
Oh, and I have a crazy AI-generated version of a Bon Jovi tune we’ve all heard a million times…
Most people hear “retirement plan” and think:
401(k)s
IRAs
Maybe a side hustle if they’re feeling adventurous
But here’s the thing—those aren’t the only options.
Newsletters can be digital assets that compound over time.
They’re not subject to the Wall Street rollercoaster ride.
And they give you something no investment account ever will: more control.
Watch the video and let me know in the comments if you think I’m full of shit or not. Seriously, be honest, I need the truth.
10x Your AI Productivity
Funny timing: right after I hit publish on that video, I stumbled across another one on 10xing your AI productivity .
A Stanford professor laid out a better way to prompt AI.
I wish I had seen it when I was researching to support my whole newsletter as a retirement asset idea. It would’ve made my newsletter video ten times sharper.
Check out the video when you get a chance, but for now, keep reading below to see the prompt I created using his advice….
AI Prompt Of The Week
Here’s the prompt I wish I had before I recorded.
It gave me a more thorough report on some of the downsides and risks that I would’ve mentioned in the video.
Try it out and see what you get. It will give you some practice using AI while providing you with the 411 on newsletters as a retirement asset.
Copy and paste the following prompt into Perplexity and select “Deep Research” like this…

Act as a financial researcher specializing in digital entrepreneurship and retirement asset diversification.
Before answering, outline your reasoning step-by-step (“chain-of-thought”).
Seek out and analyze credible evidence, case studies, and real-world success stories that demonstrate how an email list can serve as a sustainable retirement asset.
In your research, include quantitative calculations of the potential financial value (e.g., average revenue per subscriber, list sales, recurring digital income streams), and compare these with other traditional or alternative retirement assets.
If information is missing, ask clarifying questions.
Use at least two detailed, real examples—one of a retiree who successfully monetized an email list, and one where the outcome was less favorable—explaining why.
Conclude with an executive summary of best practices for positioning an email list as a retirement asset, supported by data and direct quotes from your findings.Want to try Perplexity Pro? Use this link, and we both get a month free…
👉 Try Perplexity Pro
Music of the Week
AI isn’t just for research. This week’s tune is proof.
Check out “Soul Jovi – Livin’ on a Prayer (Soul Version).”
It reimagines the Bon Jovi classic as if Otis Redding fronted the band.
Real groovy, and it works.
Takeaways
A 401(k) isn’t the only retirement asset — your newsletter can be one too.
AI only pays off if you feed it the right prompts.
Missed steps aren’t failures. They’re raw material you can pass on to others.
And if you want to start a newsletter, here’s my free guide to help you out.
Have a good one,
Corey
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