DiscoverInsurance 360Nightmare On Enrollment Street | Insurance 360 Ep. 34 - HALLOWEEN SPECIAL
Nightmare On Enrollment Street | Insurance 360 Ep. 34 - HALLOWEEN SPECIAL

Nightmare On Enrollment Street | Insurance 360 Ep. 34 - HALLOWEEN SPECIAL

Update: 2025-11-05
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In this second annual Halloween spooktacular episode of Insurance 360, hosts Bob and Rob are replaced by Ted Lasso and the Milburn Pennybags (better known as the "Monopoly Man"), who add a Halloween twist to the show.

This episode tackles the challenges and opportunities present during the Annual Enrollment Period (AEP) for insurance agents. Packed with some spooky special guests who come to share tips on overcoming tech troubles, embracing new business practices, and the importance of compliance. 

Bob and Rob also dive into the history of Monopoly, its unexpected ties to World War II, and the importance of adaptability in both board games and the insurance industry. The episode concludes with encouragement to seize new opportunities and to keep moving forward, even when facing disruptions.

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Nightmare On Enrollment Street | Insurance 360 Ep. 34 - HALLOWEEN SPECIAL

Nightmare On Enrollment Street | Insurance 360 Ep. 34 - HALLOWEEN SPECIAL

Pinnacle Financial Services