Six people.
To replace one.
Here’s what makes that strange.
Andrew was the AI and automation guy. If anyone was going to leave behind a business that needed fewer people, you’d expect it to be him.
Instead, when he stepped back, he left behind a business that had grown five times over, a team of more than twenty, and a job so big it had to be split six ways.
This is how that happened.
The first one in
Jay Feldman is LeadGenJay, one of the best-known names in cold email on YouTube.
Andrew started working with him part time. He’d used AI to work out how to position himself before he ever approached Jay.
He began with Jay and the Insiders, Jay’s community.
He was the first core employee.
Then he started doing more. Then planning more. Then more again.
Eventually he came on full time, as COO and director of operations.
Andrew put the starting line plainly:
"...we went from one employee, myself, to over 20."
Over roughly the next ten months, the business grew five times over and passed $250,000 a month.
That’s the headline.
But a business doesn’t grow five times without everything underneath it having to grow too.
Every new customer is a new onboarding. A new question. A new support request. Sometimes, a new person who isn’t happy.
Growth is the fun part.
Keeping it running is the job.
The first lesson came from Jay
Early on, Andrew did what he’d always done in every job he’d had before.
He called meetings.
Jay stopped that fast.
"Jay is the master of true efficiency. So in all of my previous positions, it was always a meeting, right?... And I tried doing that with Jay when I first joined his team and he made it very clear. He was like, listen, 99% of this stuff we can take care of with async communication."
Andrew noticed how much better it worked. And how many of his old meetings had been a total waste of his time.
It’s a small thing.
It also set the tone for everything he built after. If something could happen without pulling people into a room, it should.
The person who takes the hard calls
As the business grew, so did the pressure on the people running it.
When Jay traveled, the team didn’t stop selling and delivering cold email systems. Andrew and Jonathan, who led the other core department, kept it all moving, and Jonathan picked up much of what Jay normally handled on top of his own job.
"...nobody really knows the extent of stress that is put on myself and Jonathan as kind of the two core leaders of different departments when Jay is out of the country."
And there was one job Andrew kept for himself.
"If there is anybody that is at all for any reason not happy, they want a refund, any of that situation, I’m the one that deals with all of that."
Most operators try to get as far away from those calls as possible.
Andrew wanted them.
"...the reason is because I’m grateful for it. I love this feedback because without it, we don’t know where we need to improve or where there’s an issue."
If you run a growing business, you probably know which conversations you’d rather hand off. They’re often the ones that tell you the most.
Automate a chunk, not the whole thing
People hear "AI automation" and picture a business where machines do everything.
That’s not what Andrew did.
"...we looked at every process inside of the business... We started by generating the buyer persona. We automated that part and then it worked okay, but it wasn’t 100%. And so we did the rest of it manually still. And then we just optimized that little chunk."
One piece at a time.
Get part of a task working. Leave the rest to people. Improve the part that works.
"...it wasn’t always looking at, how can I completely automate this entire task? It was automating just part of it."
It isn’t a flashy approach.
It’s the one that keeps a business standing while it grows.
Hit record
Then there was the problem every growing company runs into.
Andrew needed help. And he didn’t have time to train anyone.
"I did not have the time to train her on all of our systems."
So he didn’t.
Every time he handled something, whether it was granting a member access, answering a support email or sorting out a customer problem, he hit record on Loom first and talked through what he was doing.
Loom turned each recording into written steps. Andrew dropped the video, the steps and the transcript into Notion, where an AI assistant could search all of it.
When his assistant didn’t know how to do something, she didn’t have to come to him. She could ask the database.
"...my personal assistant is now the head of customer support for LeadGenJay, and I didn’t spend any time training her."
That’s the kind of system that lets a team grow from one person to more than twenty without the founder becoming the bottleneck.
The documentation built itself while the work got done.
One call
The operation wasn’t only about keeping customers happy.
It was also about bringing new ones in without adding more people to every conversation.
Andrew remembered one day in particular. His sales team spent the day in dozens of one-on-one conversations.
He did something different.
"I went on a one-hour call with Jay and I brought in, I don’t know, eight or 10 new people into the Insiders with one one-hour call. And by the way, only 40 people showed up to that call. I’m used to doing 100, 150 people on a call."
He’d expected it to be a waste of time.
It turned into eight or ten new members in an hour.
Six people
Eventually, Andrew stepped back from operations to focus on his own brand and business.
"I’m still part of the team, but I’m not in the operations role anymore..."
That’s when the size of the job became visible.
It took six people to replace what he’d been doing.
But the most important part of his role went to someone he already knew well.
"...the first person that I brought into my team was my last assistant that I did with LeadGenJay. I brought her all the way up through the company with me... But the core part of my role at the company is what she does now and loves it."
The assistant he’d never had time to train.
The one he’d trained anyway, one recording at a time.
To be clear, this was Jay’s business. Jay was the face of it and its primary strategist. And Andrew is quick to give him credit:
"I worked with Jay as COO for LeadGenJay for the last year. Incredible. I owe a lot to him and to the people that are in that community."
Andrew’s job was different.
His job was to make sure that when the business grew, it didn’t break.
What this story is really about
There’s a fear running through a lot of businesses right now. That AI is coming for the team.
Andrew spent those months automating piece after piece of a fast-growing company.
And the team didn’t shrink.
It grew from one person to more than twenty.
The business grew five times.
And when the guy who’d automated so much of it stepped back, his chair needed six people to fill it.
Andrew still tells business owners the same thing he learned there:
"It’s not going to replace you. It’s going to make you way better at your job and able to deliver at a much higher caliber, much faster, and have more time once you figure it all out."
The machines took over the chunks.
The people got bigger jobs.
