The Inner Circle Podcast

Brandon Comstock's Entrepreneurial Success Story


Listen Later

In this Inner Circle episode, Hector welcomes Brandon, a Calgary-based entrepreneur who built a landscape maintenance company with his partner Michelle, grew it to about 60 employees, and sold it around a year and a half ago, now living off the proceeds while building a niche software product, Site DNA. Brandon shares how their partnership worked by leveraging complementary strengths, why peer groups and mentorship mattered, and when the company shifted from survival to a real business as employee responsibility grew.

He explains the power of specializing in condo maintenance and snow removal to simplify operations, training, and equipment, and discusses transitioning from field work to leadership by trusting strong hires and building repeatable processes. Brandon highlights structured planning (annuals/quarterlies), developing crews into financially literate managers, exit preparation, and the importance of vision, execution, recruiting, and pricing.

Want in on the live Q&A?

Join our OBS Inner Circle — where entrepreneurs connect, learn, and get their biggest business questions answered live.

Join Today — don’t just listen, get involved!

www.optimizebusinesssystems.com


00:00 Welcome And Guest Intro

00:56 Brandon Origin Story

02:19 Building As A Couple

05:43 Peer Groups And Support

07:58 From Survival To Business

10:09 Niche Focus Strategy

14:03 Leaving The Field Behind

17:22 Systems That Scale

19:57 Meeting Rhythm And PnLs

22:59 Deal Day Emotions

24:01 Build to Sell Systems

24:45 Exit Planning Team

26:38 Site DNA Overview

29:10 Niche Product Strategy

29:30 Freedom Through Execution

32:08 Vision That Attracts Talent

35:03 Lessons From the Journey

36:06 Scaling Gets Easier

37:49 How to Reach Brandon

39:07 Early Vision Reality Check

42:17 Closing Thanks and Q&A

...more
View all episodesView all episodes
Download on the App Store

The Inner Circle PodcastBy Optimize Business Systems