Remember when every weekend felt like an adventure?

In this episode of MidMen, Paul and Sean take a hard look at how social life changes as men move from their twenties into middle age. From bars, parties, concerts, and spontaneous road trips to BBQs, home projects, fitness routines, and family obligations, we explore what we’ve gained, what we’ve lost, and whether life is actually more fulfilling now than it was back then.

Joining us is special guest Evan Cudworth, a professional party coach, who helps us unpack how socializing, celebration, and nightlife evolve as we age—and why partying at 45 looks very different than it did at 25.

We also tackle the growing friendship problem facing men today: why making and maintaining friendships becomes harder, the reality of loneliness and isolation, and what meaningful connection looks like in midlife.

Plus, we discuss what “fun” means now, whether we’re happier than we used to be, and what kind of social lives we hope to have in the decades ahead.

And of course, we wrap things up with a massive edition of FUN OR NONE, where we rapid-fire our way through everything from Vegas, karaoke, cruises, and casinos to gardening, movie theaters, YouTube binges, and going to bed early.

Growing older doesn’t mean life gets less interesting—it just means the definition of a good time changes.

Welcome to MidMen.

Evan Cudworth: https://partycoach.me/