Season 1: Leadership Skills That Worked at 150 Employees worked against him at 3000

Iggy Domagalski led companies from startup to 3,000 people. The instincts that made him effective at 150 quietly became the ones that worked against him at 3000
Leadership

Guest

Iggy Domagalski
Former President and CEO of Wajax

Date

June 4, 2026

Overview

Tyler Chisholm sits down with Iggy Domagalski, who built companies from the ground up before becoming COO of Wajax, one of Canada's oldest public companies with 3,000 employees and over 100 branches nationwide. What Iggy learned is that the skills that make you effective at 150 people, having the answers, staying close to every decision, holding the culture in your hands, are often the exact habits that create friction at scale. This episode covers that transition honestly: a "people first" initiative that got weaponized against a performance culture, the deliberate think days Iggy still books at his local coffee shop, and what it really takes to lead a team that, in many areas, knows far more than you do. The risk of certainty looks different at every stage. Iggy has lived most of them.

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