EP 037MAR 10, 2026 · 44 MIN

The Retirement Wave Hitting Construction: Why the Industry Can't Lose Any More Boomers with Mark Fly

Mark Fly · Product Evangelist & Partner (inferred) · Jabberwocky

In this engaging conversation, Mark Fly shares his diverse career journey in the construction industry, highlighting the importance of embracing opportunities, mentorship, and technology. He discusses his role as a product evangelist and the significance of building trust and real conversations in the industry. The discussion also touches on the future of job walks and the need to capture knowledge for the next generation, emphasizing the importance of getting hands on experience in the field. Our Website: https://constructionconversations.com/ Today's Guest: Mark Fly, 30+ Years Reducing Contractor Risk Through JobWalks, Plan Review & Takeoffs Check Him Out on Linkedin: https://www.linkedin.com/in/mark-fly/ Episode Sponsors: Check Out Trunk Tools: https://trunktools.com/

In this episode
  1. 00:00Intro
  2. 01:34From swinging hammers to product evangelist
  3. 10:45Why ClickUp beats a CRM for his network
  4. 14:30Mentorship and the birth of the Bid Coach
  5. 18:50The marketing thesis: show me, don't hype me
  6. 23:47Advice for construction tech companies that just raised money
  7. 29:10From fax machines to Buzzsaw, learning tech in the field
  8. 32:52Jabberwocky and the job walk problem nobody talks about
  9. 42:56Digitizing a career of field knowledge into an AI twin
  10. 47:16Advice to his 27 year old self: have a path

Timestamps are from the recording and may drift a minute or two from the published edit.

Worth writing down

"Everybody likes to make money, but I don't think I ever followed the money. I wanted to do what I enjoyed doing, and that had to be there no matter what the opportunity was."

Mark Fly · 05:18

"Saves time, saves money. But what does it do for me? Everybody says that. What are you going to do for me? How can you handle my pain? How can you make my day easier? Show me, tell me."

Mark Fly · 20:26

"Get in the field. Any opportunity you get. If you need to go sweep floors for a construction company, if you need to go pick up trash on a job site, get in the field no matter how you can."

Mark Fly · 51:00
Mentioned
SmartBidClickUpHubSpotJabberwockyClayBuzzsawNotebookLMJames Benham
Part of these listening paths
From the Field to the Corner Office →The Talent Cliff →