Crew Cab
Ventures

Hi, I'm Darren. You've hit the bottom of a LinkedIn rabbit hole. But fear not, this is an incredible corner of the internet, I promise.

Sixteen years of small business software: five at Intuit, then eleven running finance, legal and ops at Jobber. Left in June 2026 to do my own thing. This is the thing.

What it does

Real estate: I invest in it.
Service businesses: Started a couple. I want to invest in more.
Software: I moonlight at building tools that solve the problems of small business owners.

Why you're here

Recruiter?: Not looking. Yes, even for the greatest PE-backed SaaS company of all time.
Selling software?: My budget went from tens of millions to hundreds. Per year.
Thinking of starting something?: Do it. I'll help if I can.

Why “Crew Cab”

It's Alberta. Also, there's room for more than one.

I like zero to one, and messy. Odd for a finance guy, I know. I'll bring the systems, automation and controls to your chaos. Building's more fun with friends. Small, sharp team? Say hi.

If you've read this far, send me a DM. We should be friends.