# "Best Boss, Worst Boss!" The Interview Question That Exposes Every Bad Hire | Industry Spotlight

Page: https://stenobird.com/podcast/car-dealership-guy-podcast-6241497/best-boss-worst-boss-the-interview-question-that-exposes-every-bad-hire-industry-spotlight
Text version: https://stenobird.com/podcast/car-dealership-guy-podcast-6241497/best-boss-worst-boss-the-interview-question-that-exposes-every-bad-hire-industry-spotlight.md
Podcast: [Car Dealership Guy Podcast](https://stenobird.com/podcast/car-dealership-guy-podcast-6241497)
Published: 2026-07-18T09:05:00+00:00
Episode link: https://chrt.fm/track/C6AG88/traffic.megaphone.fm/CREUR1173886592.mp3
Audio file: https://chrt.fm/track/C6AG88/traffic.megaphone.fm/CREUR1173886592.mp3
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JSON: https://stenobird.com/v1/public/podcasts/car-dealership-guy-podcast-6241497/episodes/best-boss-worst-boss-the-interview-question-that-exposes-every-bad-hire-industry-spotlight
Duration seconds: 2343

## Resource

In this episode of the Industry Spotlight, joining host Sam D'Arc are Bill O'flanagan, Dealer Principal at Reedman Toll Auto Group, and Todd Kaminski, Head of Direct Markets at Zurich North America to discuss the one interview question that predicts almost everything about whether a new hire will thrive or wash out, and why building a culture of transparency and daily accountability is the real fix for automotive's turnover problem. O'Flanagan shares his go-to interview question, "Who was your best boss and why, and who was your worst boss and why," and explains how the answer tells him everything he needs to know about how someone wants to be managed. He also breaks down why he shares full financial statements with every manager, a move his peers once called "insane," and how a daily 10-minute results call with every manager helped seven of his ten service centers set growth records this year. Kaminski adds a rare outside view from three decades working inside dealerships on why transparency, meritocracy, and recognition are what separate cultures that retain talent from those that don't. This episode of the Car Dealership Guy Podcast is brought to you by Zurich North America. Topics: 00:10 The First Three Hires. 01:20 Why Service Manager Is Toughest. 02:25 The Trial Skill That Wins. 04:20 Why Dealer Is Least Important. 06:30 Why Bill Never Wins Arguments. 08:00 The Finance Director's Warning. 11:30 Dating Vs. Marrying Employees. 13:10 The Risky Financial Move. 16:00 Three Pillars Of Culture. 19:40 The 2008 Pivot. 23:15 The Parent-Employee Link. 28:30 The 10-Minute Daily Call. Zurich - Zurich delivers The Zurich Advantage to dealerships nationwide by combining comprehensive F&I products, consultative training, revenue‑generating programs, and wealth‑building profi…

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