Navigating Emotions and Transitions in Business Sales

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How do you turn a $99 course, launched before it was even fully built, into a 7-figure coaching business? Today’s guest did just that. And he’s here to share why scrappier beats slick every time. If you’ve ever second-guessed launching messy, this episode will feel like validation. Brent Weaver is on the show talking about his start with UGURUS, the valuable learning that can come from starting before everything’s in place, and why what came after selling his business wasn’t exactly what he had expected.

Today we kick off a two-parter with Brent Weaver, the founder of UGURUS, who went from building websites in high school to launching one of the most successful coaching programs for digital agency owners. If you've ever second-guessed your “build it as you go” approach — or wondered whether selling $99 courses online could ever turn into something real—this episode will feel like a shot of validation.

In this episode, we’ll discuss:

• Launching and selling without a net.

• The real reason Brent Weaver sold UGURUS.

• The unexpected, gut-punch part of selling. 

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Wix: Today’s episode of the Smart Agency Masterclass is sponsored by Wix Studio, the all-in-one platform designed to help agencies scale without the headaches. With intuitive tools, robust native business solutions, and low maintenance, Wix Studio lets your team focus on what matters most—delivering exceptional value to your clients. Ready to take your agency to the next level? Visit wix.com/studio and discover how Wix Studio can transform your workflow, boost profits, and strengthen client relationships.

Building Something Before It’s Built

In 2012, Brent’s agency was building on a tool called Business Catalyst, which led to a side project called BC Gurus, a blog for Business Catalyst users that eventually turned into a full-fledged business. That little blog became a membership site where his team posted business content on how to grow a Business Catalyst agency and, after selling his agency, was the seed for what eventually became UGURUS, a platform offering training and coaching to help agency owners close more deals and scale their businesses.

Just as they were preparing to move forward with the site without the Business Catalyst element, as this tool had been discontinued, Brent found the name UGURUS had just gone up for auction. It all seemed serendipitous as they easily won this auction and the new stage of the business began.

Lessons in Launching (and Selling) Without a Net

Throughout their journey, Brent and his team learned something that every agency owner needs to hear: you don’t need everything figured out before you start. And in fact, if you try to, you’ll likely never launch at all.

The early success of their $200 self-paced course helped them build an audience. But it wasn’t until they started offering deeper, high-ticket coaching that things clicked into place. Selling a few $2,000 seats was way more scalable than chasing thousands of low-ticket customers.

They did all of this without the luxury of a huge marketing budget or slick automation. Just hustle, relationships, partnerships, and a whole lot of belief in what they were doing.

This is something Brent and Jason have both experienced. They agree it’s better to go out, execute with what you have, and get feedback, rather than waiting for the perfect moment.

Brent Weaver on Building, Selling, and What Came Next

Brent and his team didn't start with a fully polished product. In fact, when they first launched their flagship 10K Bootcamp, they spent all their time selling it before creating it. In their view, if they couldn't sell it, they wouldn’t build it. But they sold it. About 30 seats at $2,000 a pop.

Of course, it did help that they weren’t starting from scratch. They had a list of about 10,000 emails from their time running BC Gurus, which helped immensely. And then they had one week to create the first session.

What followed was a whirlwind of late nights and Adobe Connect calls (for those who remember what that was) as Brent stayed one step ahead of each week's live session. It was clunky. It was imperfect. But it worked.

Why? Because Brent was committed. He responded immediately to the slightest client dissatisfaction. He personally handled delivery. And he overdelivered wherever possible. That scrappy MVP became the foundation for a business that helped thousands of agencies get out of the feast-and-famine cycle.

This kind of growth doesn’t happen when you wait for the stars to align. It happens when you ship early, listen hard, and iterate fast.

The $22,850 Lead Magnet That Took 6 Minutes to Create

Let’s talk about lead magnets that actually convert. The first product Brent ever sold was a gloriously titled “the $22,850 Website Proposal.” That wasn’t a gimmick. It was a real client proposal that closed a big deal—with cross-sells, recurring revenue, and multi-location projects all baked in.

Instead of building something fancy, he stripped out client details, dropped it into a Google Doc, and gave it away. Six minutes of work. Hundreds of thousands of downloads. The lesson? Your most valuable assets are often sitting in a dusty folder, not in your imagination. Proof beats polish every time.

The Real Reason Brent Sold UGURUS

So why sell a successful business? For Brent, it wasn’t burnout—it was the pull toward a bigger vision. After buying out his co-founder and riding the COVID rollercoaster, things just weren’t lighting him up anymore. Then came Cloudways—and more importantly, a series of conversations with their CMO, Santi.

In a way, he was no longer getting what he wanted from the business, and the more he spoke with Santi, and saw what they were doing with their platform, the more he dreamed about turning that into an agency growth community. Hence, what started as co-branded webinars and strategy calls evolved into shared vision sessions. Eventually, Cloudways pitched an acquisition. The appeal? A chance to bring agency coaching to a massive platform with 13,000+ agency users. Brent saw an opportunity to merge purpose with scale and went all in.

When the Buyer Gets Bought

Here’s the plot twist: just ten months after the acquisition, Cloudways got acquired by DigitalOcean, and suddenly UGURUS was a small fish in a billion-dollar pond. DigitalOcean was focused on AI, GPUs, and hardcore infrastructure—not coaching communities. So eventually, Brent’s team and vision were sidelined.

He stayed on. He fought for his team. But like he says—when you sell, it’s no longer yours. And if the buyer shifts priorities, you’ve got to live with it. That’s the tradeoff.

Don't Sell Unless You Know What’s Next

The hard truth here is don’t sell unless you know what you’re waking up to the next day. Brent thought he had his next chapter lined up. He had a six-month transition plan. A roadmap. But then came the cultural disconnect. Engineering talk at happy hours. Roadmaps that had nothing to do with agency growth. The adventure he signed up for didn’t look like what it became.

That’s the gut-punch part of selling. You can have a clean exit and still feel like you lost something. That’s why clarity before the exit is non-negotiable.

Next Time on Part Two: What really happens after the exit? Brent pulls back the curtain on post-sale culture shock, why some big opportunities fizzled, and how his next move with E2M caught even him by surprise. You won’t want to miss this.

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