Episodi

  • Decluttering with the Chaos Whisperer
    Feb 20 2026

    This week’s topic is one so many folks have asked about: how to downsize and declutter with your Boomer. So I connected with Sonya Weisshappel founder and CEO of Seriatim, Inc. and author of Confessions of a Chaos Whisperer. Organizer pro tip: Drop judgement and instead approach the experience with the curiosity of an archivist, a storyteller, or a family historian.

    For links and more helpful info: https://howsyourboomer.substack.com/p/decluttering-with-the-chaos-whisperer

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    27 min
  • Caregiver In Residence
    Feb 5 2026

    Caregiving is hard. So I was thrilled to connect with Courtney Martin author, journalist, and podcast host who keeps it real about improving care for elders, caregivers, and navigating dementia with grace and humor.

    For more info and helpful links on this topic and more, visit the Substack post

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    33 min
  • Should Your Boomer Get a Dog?
    Jan 23 2026

    My favorite vet-on-speed-dial (and dear pal) Dr. Kate Wissel, DVM, believes that everyone, no matter their situation, can benefit greatly from a human-animal bond. Pets can help decrease stress and loneliness, elevate mood and provide purpose. But, there’s different criteria for older pet lovers to consider before welcoming Rover into their life.


    Link to the Substack blog post.

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    28 min
  • Tonight's Menu: Discussions on Dying
    Jan 15 2026

    We’ve not shied away from heavy topics (finances, family dynamics, grief) on How's Your Boomer? But today's episode with Angel Grant on honoring end-of-life wishes is the weightiest one yet. True to her name, Angel, co-founder of Death Over Dinner, brought light and a gentle touch to one dense topic.

    https://howsyourboomer.substack.com/p/tonights-menu-discussions-on-dying

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    18 min
  • Road Trip! Multi-Gen Travel Tips with Fathom
    Dec 12 2025

    Continuing on the less-stuff theme, we're talking about making memories with your Boomer. Get vetted tips for multi-gen travel done right from Jeralyn Gerba, co-founder of the travel platform Fathom. Hint: knowing your family's points of tension and points of love is key for success.

    For more info on this topic, check out the How's Your Boomer? Substack (it's free!): https://howsyourboomer.substack.com/p/road-trip-multi-gen-travel-tips-with

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    28 min
  • Holiday Gift Guide: Less Stuff Edition
    Dec 5 2025

    Are you stumped by what to gift your Boomer (or anyone!) who has everything (and probably too much of it)?
    This episode has you covered with 12 thoughtful ideas. Hang in until the end for a bonus present that ties it all up with a bow (and a hilarious one at that).

    For a full list (with links) and more tips on this topic, check out the How's Your Boomer? newsletter (it's free!): https://howsyourboomer.substack.com/p/holiday-gift-guide-less-stuff-edition

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    38 min
  • Rated "P" for Parents
    Nov 26 2025

    There's lots of hang time with family and friends in the coming weeks. I turned to Kate Thorman (of Keep Up, Kids) for her movie, show, podcast recs that are safe for viewing in mixed family company. What’s on your list?

    For more resources and other episodes, visit the HYB? Substack.

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    28 min
  • Uh Oh! My Boomer Asked ME for Money!
    Nov 18 2025

    This week’s episode is a doozy: Uh Oh! My Boomer Just Asked ME for Money! Thankfully, Bola Sokunbi author, speaker, and founder of Clever Girl Finance swooped in to help with practical and compassionate advice.

    Visit the HYB substack for extra insight and helpful links.

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    19 min