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October 2, 2025 68 mins

Choosing the right Medicare plan isn’t easy. In this episode of The Matt Feret Show, Matt talks with Bob O’Connor, a Medicare veteran who led one of the largest Medicare Advantage markets in the country. They unpack the difference between Medigap vs. Medicare Advantage, how star ratings actually affect benefits, and why prior authorization may soon appear in Original Medicare Part A and Part B.

With millions of people facing coverage changes in 2026, this episode helps you avoid common mistakes and make smarter Medicare choices this fall.


The Matt Feret Show is Back with Bob O’Connor [2:03]

Understanding Medicare Plans – What Consumers Don’t See [3:42]

Bob O’Connor’s Helpful Tips for the Annual Enrollment Period [12:39]

Common Mistakes When Choosing Medicare Plans [12:40]

Bob O’Connor’s Best Advice for Choosing a Medicare Plan [1:03:56]


Connect with me via the podcast website, LinkedIn, Facebook, and Instagram.

Check out Bob O'Connor LinkedIn

The Matt Feret Show is about thriving in midlife, retirement, and beyond. Each week, Matt shares smart conversations on Medicare, Social Security, retirement planning, health, wealth, wellness, caregiving, and life after 50.

Explore more episodes and sign up for The Matt Feret Newsletter: TheMattFeretShow.com

Need Medicare help? Book a no-obligation consultation: BrickhouseAgency.com

Watch full episodes on YouTube: The Matt Feret Show

Subscribe on Apple, Spotify, or YouTube for more insights on wealth, wisdom, and wellness in retirement.


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