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Saturday Sessions: Chasing Trends
What's best for me ain't best for you
Hey,
I'm helping put together a conference for next year.
The organiser came to me with their pitch: "Let's do a 'how to make money with AI' conference!"
I had to stop him right there.
Not because it's a bad idea. Because it's an impossible idea.
"How to make money with AI" is like asking "how to make money with computers."
Where do you even start? Apps? Websites? SaaS? Automation? Consulting? Content? Building tools? It’s all of them. And more!
It's everything. Which means it's nothing.
We ended up narrowing it down. A lot. Because that's the only way this works.
(As an aside: more details on that conference in the New Year - it’s going to be VERY cool…and yours truly is the host)
The question I get asked most
I write daily for 50,000+ subscribers. I've got a quarter million people following my AI content across platforms.
And the NUMBER ONE question I get asked is: "What AI business should I start?"
The truest, best answer to this is: 🤷♂️
I dunno.
I'd love to give a silver bullet answer. One simple path everyone should follow.
But I can't. Because AI is an EVERYTHING technology.
It's not like asking "should I start a coffee shop?" where I can look at the market and give you a straight answer.
Too. Damn. Wide.
What people do instead
When they don't get a clear answer, they chase trends.
Some guru on YouTube says faceless AI channels are printing money. So they try that.
Another guy says AI-generated Amazon books are the future. So they pivot to that.
Someone on Twitter claims AI trading bots are making them £30k/month. So they look into that.
Three months later?
Burned out. No results. Back to square one. Plus a few hundred quid lighter from courses that promised the world.
I've watched this happen dozens of times. Smart people. Motivated people. Running in circles because they started with the wrong question.
That’s only intensified by them switching, always switching, from one shiny object to the next. Because there’s always something “better”. There’s always greener grass. There’s always a guru trying to sell you an easier way!
The wrong question vs the right question
So we need reframe this. And doing so before we move into 2026 is a great time to do this.
Wrong question: "What's the best AI business to start?"
Right question: "What's the best AI business for ME to start?"
Sounds like a small difference. It's everything.
Because the answer depends entirely on you:
What skills do you already have? (Most people massively undervalue these)
What's your background? (Your industry knowledge is worth more than you think)
How much time do you actually have? (Be honest)
Do you want to build something or sell your expertise?
Are you starting from zero audience or do you have some traction?
What's your risk tolerance? (Some paths pay faster, some pay bigger)
When I work coaching private clients this is exactly what we figure out first. Before strategy. Before tactics. Before any "how to" advice.
Because me telling them the “one thing” they need to be doing is a disservice. It’s different for all of us!
Here's what I want you to do
I've put together a quick quiz that does the first part of what I do with private clients.
Takes about 5 minutes. You answer honestly about your situation - skills, background, goals, constraints.
At the end, you'll get matched to the AI business model that actually fits where you are right now.
Not the trending model. Not the guru-hyped model. The one that makes sense for YOU.
(If you want the full deep-dive version with a complete action plan, that's inside Freedom OS. But the free quiz will get you pointed in the right direction.)
Small action but hopefully this will get you orientated as we enter the holiday season.
On that note!
I’m off next week. Like…properly off. Well…that’s not true, I’ll be working…but there won’t be a Live Show or a newsletter next week.
Don’t worry - we’re working on LOTS of cool stuff for the New Year:
the aforementioned AI side hustles conference
cohort 6 of the AI Workshop Kit
and a tonne more!
AI isn’t going to slow down in 2026. Quite the opposite from what I’ve been shown. And it’s time for us all to make sure AI helps us live our best lives.
See you in the New Year,
Kyle