Why I'm changing how I invest my money because of AI
329 segments
AI has completely changed the way I
invest my money, and it's not the way
you think. I was voted number one angel
investor in Canada and have personally
invested in dozens of companies with
founders of Google, even Jay-Z. [music]
And now with AI, I'm making way more
money by investing in the right things
and staying away from the wrong ones. So
in this video, I'm going to show you the
exact playbook on how to use AI to
invest your money, starting with the
very first move you need to make. Don't
preserve it, create it.
Wealth preservation sucks. Wealth
creation is super fun. Preserving wealth
is like building a wall around your
money. It blocks other money from coming
into your life. Your dollars are like
little soldiers. They should be out
there on the battlefield working to make
you more money, cuz when the money's
working for you, then you'll get to a
point where you don't need to work for
the money. Most people are stuck
penny-pinching and preserving and
couponing, and I'm like, "What? How
about we go invest to create more?" So
once you decide you're going to let the
purse strings go a little bit and deploy
your dollars, the next question is where
do you actually deploy them? You got to
spot what others don't.
You can use AI to find deals other
people miss. Things that nobody's
talking about yet. You want to find the
opportunities where everybody else is
not even looking, but it makes sense,
and that's where AI can help you in a
big way. The real wins are not in the
stuff that's obvious, buy Google. It's
asking yourself, "What's the second and
third degree plays that that unlocks?"
If you can figure out those two, lots of
money to be made. I like to invest in
real estate. So I have an agent whose
whole job is finding those hidden gems,
running the whole financial analysis,
and all I have to do is approve it.
That's how I use AI to find that other
people are just too busy or not going to
find because they're looking for the
easy stuff. So for example, I asked the
AI to come up with the seven top
research papers on where the world's
going. I then had it analyze the trends
that it found that's common across all
seven papers. I then correlated that
with my thesis in my current business of
what I'm building and had it define the
areas I should go invest in. That is how
I choose the companies to invest in in
my life. I just use the AI to do it for
me. So, here's how you can use AI to
find opportunities to invest in. First
off, open up your favorite LLM. I'm
talking Claude, Gemini, ChatGPT, and
then run these two prompts. These are
things you can do. Just ask it, "I want
to invest in this industry or trend that
you like. Map out the second and third
degree winners and losers. Who are the
suppliers? What are the adjacent
industries and the companies that are
going to get disrupted? Now, give me 10
names I wouldn't think of." Prompt
number two, "Now, run an analysis of
recent trends and market signals around
those names and show me the second and
third degree winners and losers that
could be real opportunities." For
example, if you told it to investigate
the AI industry, it's not going to tell
you to invest in Google and Nvidia, it's
going to talk about the energy use and
the electricians that are going to have
to install that. Let the AI keep doing
the digging for you. The pro tip is only
investing in what you know. If you don't
live in biomedical engineering, then
don't ask it to do that research for you
because you won't have an information
advantage. By the way, if you're a
business owner, you should already know
your best investment is in your
business. That's why I built my full AI
company operating system. It has
everything you need, the master prompt
templates, the workflows, the frameworks
to integrate AI into every department in
your business. If you want it, just find
me on Instagram and DM me the word
YouTube OS and I'll send it right over
to you. Now, finding great opportunities
that's a great start. But before you put
your money in, you need to know you
won't lose your money. You got to red
team it with AI.
AI, if you prompt it properly, is the
best red team you'll ever have. Red
teaming means you purposely try to tear
your idea apart. I want AI to have no
ego, no agenda, and just tell me
everything about my thesis that might be
wrong cuz guess what? If I know
everything can go wrong, then I can
figure out all the steps I can make it
right and that way I have a higher
probability of not losing my money. So,
we should always pressure test the deal
before we put money in. Most people just
skip this step, and then they pay for it
later. That's how money gets lost on
stuff that looked great that you should
have never touched. I was about to
invest in a personal finance AI tool.
Then, the AI told me about two things.
One, the GDP val for AI, and two, the
concept of economic value creation with
tokens. So, I found a great opportunity.
I was excited about it. I actually know
a lot about it. And then, when I red
teamed it, the AI explained to me, you
could, but there's a large probability
that the big AI companies are going to
launch something in that space. You
might not want to compete. I literally
could have lost millions of dollars
making that decision. So, here's how we
use AI to battle test and red team our
ideas. First, just write this prompt.
I'm about to invest into this company or
asset. Let's play out the worst-case
scenario, and give me the 10 reasons why
I would lose all my money. Now, be
honest. Be brutal. Don't be nice. Now,
you take those 10 objections, and ask
yourself, do I have an answer for each?
Right? They just become the hit list to
make sure you overcome it, cuz if you
can't with high confidence, then you
pass. Do they have a low chance of
happening? The AI doesn't know this.
You're going to have to know this.
You're going to have to make a gut
decision. But, you can use AI to get you
there a lot faster than trying to do it
on your own. So, here's a pro tip. Is
run the prompt against two or three
other top AIs. Different models catch
different things. The best deals I've
ever done are the ones I almost made,
but didn't. It's where I made the most
of my money. So, now let's say we red
team the investment. It passes the test,
and we decide to move. Now what? Let AI
monitor it.
AI has got this really cool ability of
building dashboards for you. And monitor
in real time. And the cool part is kind
of like set it and forget it. You just
sit down. You build a stock portfolio,
and then you have it monitor it. You can
even say if it moves up or down 10%,
send you an email. I do this for all my
investments. All my real estate, all my
vehicles, all my stock, all my
companies, all the valuations. It's all
in one beautiful dashboard and it was
built with AI. So, instead of like
calling people or jumping to one
platform and another platform, it's all
over the place, you have it in one spot.
And it's fun because AI can pull all the
updates and give you red, green, yellow
for all your stocks, little spark lines
to tell you if it's going up, and then
even set up alerts in case you got to
get rid of some stuff. Paying attention
to where your money goes is how it
grows. Long time ago, I was trying to
teach this to my friend and I asked him
well, how much money you have in your
business? He's like, I don't know, about
70 grand. I'm like, about 70 grand?
Like, I can tell you to the penny how
much I have today because I monitor it.
I teach this thing called the daily cash
email that I now have AI do every day.
So, if you want your money to grow, have
the AI analyze, monitor, and give it to
you. It's like Peter Drucker's quote,
what gets measured gets managed. If you
want to make money, you got to manage
it. So, how do we do it? First off, we
have to list every investment you own.
Anything you have your money in,
anything that has value, anything that's
an asset, make the list. Second is open
up your favorite AI and prompt it. Build
me a live dashboard that tracks, paste
the list, for each one of them show me
how healthy it is, look for price
movements based on the valuation of the
market, and then flag anything I should
look at, right? Look at the market
trends, look at the key signals. And
then third, tell it what matters most to
you. You got to tell it your goal so it
has a direction for how it should guide
you towards those goals. And then last,
pick a day where you sit down and you
review it. I like to do mine every
Monday when my mind is fresh and I've
got all the data for the previous week
and I look through. If everything's
green, I'm pretty good. If it's yellow
or red, I got to dig in. And here's a
pro tip, if you're using Claude, you can
actually ask it to build an interactive
artifact in the chat so it's easy to
visualize. All right, before you go out
and spend money on a bunch of
investments, I need you to hear this
last thing because all this can go to
if you don't follow a simple rule.
Stick with what you know.
The richest people invest in things and
people where they have an unfair
information advantage. AI can change a
lot, but it doesn't change what humans
know. And what you know, AI can't do.
I'm an AI guy. So, if I see some AI tool
that I start paying for, then I go,
"Hey, is this a public company? Is this
a stock I could buy?" You just have to
go, "How do I use AI to battle test my
concepts?" I made the mistake 15 years
ago to buy homes in Detroit. I spent
$100,000 buying a bunch of homes for
eight grand and about 18 months later, I
realized I was in a world of
because these homes were literally ready
to burn down. They had homeless people
in it. The guy that I was working with
never rented them out. They didn't do
the value add. The whole concept didn't
work. Why? I invested in I didn't
know. If I hadn't been a real estate
guy, I probably wouldn't have done the
deal. Sometimes pain is the perfect
teacher. I had a little pain, I learned
a lesson. I'm going to teach it to you.
Stick in what you know. The biggest risk
isn't losing money, it's wasting it on
things you don't understand. So, there's
only three filters. These three have to
pass. One, do I know about it? Do I have
an unfair advantage? Is it in the
information flow of things that I
naturally pay attention to? Cuz number
two, which is the filter, is will I pay
attention to it? Oftentimes, I won't
make an investment because if the amount
that I got to put in is not big enough
for me to care, then I know I won't
care, which means I'll probably lose my
money. So, I'd rather do less deals,
bigger number, bigger focus, what I
focus on expands than doing a bunch of
little tiny deals. And number three is
will it be true in the future? I don't
want to invest in things that going to
have high turnover because I want to
invest in things that are aligned with
where the world's going, long term, 10
years, so that I don't have to always be
re-employing my money. And AI helps me
battle test my portfolio through that
lens. One of the most recent investment
I made is in a company called Hark Labs,
which is creating an embodied model.
It's this new AI to essentially power
the robots of the future. The founder of
Figure, which is one of the top robotics
company, is the lead investor and
founder. So, do I know it? It's AI. Will
I pay attention to it? I wrote a big
check. And third, do I think the world
is going there? Uh
yeah. The future is AI-powered sensors.
Everything that's electrified will be
cognified, and that model is literally
going to power, not ChatGPT. So, yes,
yes, and yes. Buffett doesn't invest in
tech, and I don't invest in oil. Know
your edge and stay in it. And here's the
crazy part, is the next 10 years, it
won't reward the best stock pickers.
It's going to reward the system
builders, the person that can
collaborate with AI, can use it to track
its money, to battle test it, to red
team it, to ensure that it's not just
being forgotten about, but it's focused
on. I believe that my money should be
out there working as hard as I'm working
for it. So, if it's not, I got to fix
that. And AI is a great tool to do it.
So, let me know below, how are you going
to use AI to get to your next level? And
remember, if you want my full company
OS, the AI workflows and resources I use
across all my businesses, just DM me the
word YouTube OS on Instagram, and I'll
send it over for free. And if you want
to know what AI businesses are worth
starting in 2026, click here, and I'll
see you on the other side.
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