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Jeff MacPherson

Three-time tech founder and CEO of Cloud37 AI, helping coaches, consultants, and service businesses turn their expertise into AI agents and custom apps.

Sep 29, 2026

3:11
Can you share a little bit about yourself and your business?
3:14
It's an interesting story.
3:16
Typical Canadian.
3:17
I grew up just north of Toronto, small town.
3:19
As every Canadian does, grew up in the hockey rink.
3:22
I was pretty fortunate to play varsity, uh, all the way through college.
3:26
So I played till I was twenty-one, so played quite competitively.

15 MINS LATER

18:25
providing.How well understood is this in the business world?
18:23
So could you tell everybody a little bit more about Cloud37, what it is that you do, what does it mean to build out AI agents for a business? Could you share a little bit more on that side of things?
18:33
Yeah, so I'll give you a kind of a quick backstory to the whole thing.
18:36
So I mean, like, we started as an AI agency three years ago at the very beginning.
18:42
And As we were working with clients, we ran into the same situations.
18:46
Like we had throwaway code with building agents and then we still had to collect all the business information into a centralized place so the agents could essentially do the work.
18:55
This is when two and a half years ago, I started selling knowledge bases before people even cared what a knowledge base was.
19:01
And those were extremely tough sales.

10 MINS LATER

28:53
Could you share some specific examples, case studies of this actually being implemented into a business? Where were they at before? And then how did this, especially maybe the onboarding or, you know, walking them through the client fulfillment process, whatever it is, like how did this transform things and what were the results? I
6:38
So at that point, I knew
6:40
school definitely wasn't going to be for me.
6:43
And I went and started my first business.
6:45
So I took all my schooling money.
6:47
I took my credit card and I started my first e-com product.
6:51
I've always been in technology and I was always buying new phones every single year.
6:55
So I went and found manufacturers in China.

18 MINS LATER

24:50
And it's absolutely getting in the way of our success.
1:47
What's the name 37 represent, and how are you helping small businesses scale?
1:54
I mean, the story behind it, just for some quick context, um, me being in technologies for, for so long, so I built the first Instagram automation tool, um, sent over a billion messages on the platform, had 500 million followers, was working with the Tony Robbinses, the Nelk Boys, um, some pretty high-profile people.
2:13
I ended up losing that business to Facebook as they, as they do.
2:17
So always trying to build in blue ocean.
2:19
That's just how my brain goes.
2:22
This was seven years ago.
2:23
I had did some dev shop work in between, but then once this AI stuff started popping up three years ago, actually over three years ago now, crazy how time flies, I was watching "Shark Tank," if people haven't heard of it, the investor show.

7 MINS LATER

9:50
Please
2:30
what you have seen, I mean, over the last, I think, three to five years since you've really dived in.
2:35
Yeah.
2:35
So I mean, Jeff MacPherson, um, Canadian-based, uh, um, with Kaevan there.
2:41
Um, I am the CEO of a company called Cloud37.
2:44
Uh, we've been in the AI space for, uh, almost four years now.
2:47
Crazy to think how time goes.
2:49
We started as an AI agency years ago, and we were building custom stuff for, for people.
4:30
It, it, it's mind-boggling, and I'm sitting there going, "If I'm doing this with zero expertise, zero, what is the developer who has all the expertise and know what to actually prompt, ask, change, how faster does that guy's work happen and quicker?"

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