VP of Operations @ DivergeIT

Building the AI-native MSP.

I run operations at a Southern California MSP. I write here about what actually changes when you put AI inside a services business — pricing, delivery, hiring, and the parts nobody talks about.

VP of Operations @ DivergeIT · Claude Partner Network · Based in Southern California

01

The Story

Connor Bescos

I spent most of my career on the delivery side of IT services — the part where strategy meets a Tuesday-morning ticket queue. That vantage point shapes how I think about everything else.

Right now I’m focused on a question most of the industry is dancing around: what does a services business actually look like when AI is doing real work inside it? Not as a feature you sell. As infrastructure you operate.

The honest answer is that almost everything has to change — how you price, how you staff, how you measure utilization, how you train, how you sell. Most firms are bolting AI onto a 2019 delivery model and calling it transformation. The ones that rebuild from the inside will compound. The rest will get repriced.

I write about that work here. Some of it is operational, some of it is strategic, some of it is just the math nobody wants to do.

02

What I work on

01

Operations that scale

Utilization, workforce design, performance systems, and the unglamorous mechanics of running a delivery org. Most operational problems are forecasting problems wearing a performance mask.

  • Utilization
  • Workforce Design
  • Delivery Ops
  • Performance
02

AI inside the business

Productizing AI as a service line, pricing it like a seat instead of a project, and absorbing it into delivery without breaking the model that already works. The interesting work is operational, not technical.

  • Productization
  • Pricing
  • Adoption
  • Change
03

Strategic moves

Vertical expansion, M&A from the operator seat, and the longer-horizon decisions about where a services business actually wins. The stack is the easy part. The portfolio question is the real one.

  • Verticals
  • M&A
  • Positioning
  • Capital
03

The Thinking

“Most MSPs are pricing AI like a project. It’s a seat. That single misframe is going to decide who compounds and who gets repriced.”

On utilization

Utilization is a forecasting problem disguised as a performance problem. You don’t fix a 64% number by managing people harder. You fix it by staffing against demand you can actually see.

On AI in services

The AI-native services firm isn’t the one with the best stack. It’s the one that rebuilt delivery around it. Tools are downloadable. Operating models are not.

On complexity

Complexity is almost always a leadership problem before it’s a tooling problem. New platforms rarely fix what unclear ownership created.

04

Writing

Notes from the work. Mostly short. Occasionally useful.

05

Say hi

Comparing notes with other operators — MSP, services, AI-in-delivery, whatever the adjacent version of the problem looks like for you. If that’s the conversation you want, the inbox is open.