32: The System for Surviving Family Traditions You Don’t Love

If a holiday tradition makes you want to fake food poisoning to skip it—this one's for you. In this special holiday mini-episode, I’m giving you a permission slip to retire, reshape, or completely reimagine the traditions that no longer fit. Whether you celebrate Christmas, Hanukkah, Festivus, or just Team Cozy Couch, this is your reminder that traditions should serve you, not the other way around.

I’m sharing how my Jewish upbringing gave me a flexible lens on holidays, how to audit your holiday obligations, and how to build tiny micro-traditions that actually bring joy instead of stress.

If your business couldn’t run without you, that’s a problem—a haunting your assistant from the beyond kind of problem. That’s where the Entrepreneur’s Death Folder comes in. It’s your digital contingency plan: all your logins, contacts, workflows, and need-to-knows in one tidy, shareable place.

Peace of mind is the ultimate productivity tool.

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01:00 - Reimagining Holiday Traditions

01:06 - Personal Holiday Experiences

02:48 - Evaluating and Adjusting Traditions

05:08 - Creating Micro Traditions

05:56 - The Entrepreneur's Death Folder

07:02 - Favorite Holiday TV Episodes

Mentioned in this Episode:

The Entrepreneur’s Death Folder