Behind the Scenes: How We Built and Scaled Our AI-Powered Recommendation Engine

Published 2025-01-23 · Updated 2026-05-23 · 6 min read · Leadership in AI Era · By Sahin Boydas

People always ask me how we built our recommendation engine. This is the real, behind-the-scenes story of the technical challenges, the team dynamics, and the leadership decisions that made it all possible.

If you're a founder dealing with behind the scenes: how we built and scaled, stop what you're doing and read this. Seriously.

People always ask me how we built our recommendation engine. This is the real, behind-the-scenes story of the technical challenges, the team dynamics, and the leadership decisions that made it all possible.

The Reality Nobody Talks About

Most people approach behind the scenes: how we built and scaled with assumptions that made sense five years ago. The world has moved on. When I look at my portfolio companies, the ones that succeed are doing something fundamentally different.

The first thing to understand is that customer feedback is the only metric that matters. I've seen this play out across dozens of companies. The pattern is unmistakable.

At RemoteTeam, we learned this the hard way. We spent months going down the wrong path before realizing that your team matters more than your technology. Once we made the switch, everything changed.

The Counterintuitive Truth

Here's what surprised me most about behind the scenes: how we built and scaled: the best practitioners do less, not more.

When I was building MovieLaLa, we tried to do everything at once. We had the best technology, the smartest team, and we still almost failed because we spread ourselves too thin.

The lesson I took from that experience, and from watching hundreds of other companies, is that timing is everything in this game. It sounds simple. It's incredibly hard to execute.

What I Tell Founders

When a founder in my portfolio asks me about behind the scenes: how we built and scaled, I usually start with three questions:

  1. What's your timeline? Because the right approach for a company with 6 months of runway is very different from one with 3 years.
  2. What have you already tried? Most founders have tried something. Understanding what didn't work is often more valuable than knowing what might.
  3. Who on your team owns this? If the answer is "everyone" or "no one," that's your first problem to solve.

These questions seem simple but they reveal a lot about where a company actually stands.

This connects to broader themes around AI change management, AI transformation leadership, chief AI officer, AI leadership skills that I've been thinking about a lot lately.

Final Thoughts

After two exits, 200+ investments, and more mistakes than I can count, here's what I know for sure about behind the scenes: how we built and scaled: there are no shortcuts, but there are smarter paths.

The smartest founders I work with treat behind the scenes: how we built and scaled as a competitive advantage, not a checkbox. They invest in it early, measure it obsessively, and never stop improving.

If you're just getting started with behind the scenes: how we built and scaled, don't be intimidated. Everyone starts somewhere. The key is to start with the right mindset and the right framework, and then execute like your company depends on it. Because it probably does.

Frequently Asked Questions

How can I apply this thinking to my own situation?

Start by identifying the core principle behind the opinion, not the specific example. Then ask yourself: does this principle apply to my context? If yes, test it in a small, low-risk way before going all in.

Do all experts agree with this view?

No, and that's fine. The best ideas in business are often contrarian. I share my perspective based on my experience and data, but I encourage you to seek out opposing viewpoints and form your own conclusions.

What experience informs this perspective?

This perspective comes from over a decade of building companies in Silicon Valley, two successful exits (RemoteTeam to Gusto, MovieLaLa to Gfycat), and investing in 200+ startups including Anthropic, OpenAI, and Scale AI. I write about what I've lived.

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