Rough Notes Front Cover Archives, July 2012: Randall Boss, Ottawa Kent Insurance Agency

In this episode of Front Cover: A Rough Notes Podcast on the Agency Intelligence Podcast Network, pulling from the archives, Jason Cass sits down with Randall Boss, Certified Risk Manager and Certified Risk Architect at Ottawa Kent Insurance Agency (now part of HIGHSTREET Insurance Partners), the agency featured on the July 2012 cover of Rough Notes Magazine.

Key Topics:

What landing the cover of Rough Notes in 2012 meant to Randall

The job site tragedy that moved Randall from policy pusher to risk management

Why following the risk management steps matters more than simply knowing them

Building Emerge Apps and oshalogs.com with his son to give clients OSHA tracking tools

Joining HIGHSTREET in 2019 and getting through five computer system changes

Why showing up every day and hands-on relationships still define the business

The $40,000 agency bill loss on a trucking account and the lesson it taught

Seeing AI as a thought partner and accelerator, not a replacement for people

How AI speeds software to market, but training and selling keep customers

Advice for newcomers and why preventing losses is where Randall hangs his hat