Catalog
Episodes
How Baba Models CareMay 28, 2026 · 25 minDoes your Boomer need an advocate that isn't you? Tune in for a conversation with Connor Sweeney founder of Baba, the healthcare advocacy platform that that pairs families with a dedicated advocate to coordinate care — and it's covered by Medicare, Medicare Advantage, and Medicaid.
#healthcare #caregiving #healthcareadvocacy- Redefining Our dōt.ageApr 25, 2026 · 29 minCan caregiving and aging be cool, joyful, funny? Totally, according to Lisa Nahmanson and Tania Katan of dōt.age — a free, mission-driven storytelling platform supporting Gen X caregivers navigating the realities and complexities of caring for aging loved ones. Tune in!
Go here for more info.
- Embrace the Gray MonsterMar 31, 2026 · 29 minBy 2030, all Boomers will be 65+ — for Gen X and Millennials that means if you haven’t done some caregiving for a parent yet, you soon. It's one of the reasons why I started How's Your Boomer? but finding my people out there has been slow going. So I was thrilled when I came across Gray Monster a smart, cheeky, free newsletter that’s geared towards supporting folks, supporting their folks as they age, founded by Kim Elliott. Drop in to learn more about Gray Monster and how we can all do better for caregivers and those they care for.
- Hospital "Go Bag" for BoomersMar 18, 2026 · 30 minShould your Boomer have a hospital "go bag" packed and at the ready? Probably. Older adults (average age 77) account for 70% of all ER to hospital admissions. We connected with Dr. Stephanie Mueller, MD, MPH, to talk about how to prepare for an unexpected-yet-(kindof)-expected hospital stay.
https://howsyourboomer.substack.com/publish/post/191278563
- Passing the Caregiving BatonMar 6, 2026 · 32 minTune in for my chat with Barry Jacobs, clinical psychologist, author, healthcare consultant, and family caregiving expert. He’s also a Boomer so I tapped him for his take on how Gen X and Millennials can prepare as the caregiving baton is passed from Boomers to us (if you aren’t already in the race).
https://howsyourboomer.substack.com/p/passing-the-caregiving-baton
- Decluttering with the Chaos WhispererFeb 20, 2026 · 26 minThis 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
- Caregiver In ResidenceFeb 5, 2026 · 32 minCaregiving 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
- Should Your Boomer Get a Dog?Jan 23, 2026 · 28 minMy 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.
- Tonight's Menu: Discussions on DyingJan 15, 2026 · 18 minWe’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
- Road Trip! Multi-Gen Travel Tips with FathomDec 12, 2025 · 28 minContinuing 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
- Holiday Gift Guide: Less Stuff EditionDec 5, 2025 · 37 minAre 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
- Rated "P" for ParentsNov 26, 2025 · 27 minThere'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.
- Uh Oh! My Boomer Asked ME for Money!Nov 18, 2025 · 19 minThis 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.
- The Therapist Is InNov 13, 2025 · 23 minWe're doing some heavy lifting in Episode 4 of How's Your Boomer? with Kim Davis, LCSW. Friends were looking for guidance on navigating family relationships and grief as they care for aging and ill parents and I tapped Kim for help. Listen in for her caring advice and actionable tips.
Thanks for listening to How's Your Boomer? the podcast that aims to make tackling tough but necessary topics with aging parents and loved ones a little easier.
For more info, visit: https://howsyourboomer.substack.com/p/the-therapist-is-in
- Movement at Every AgeNov 4, 2025 · 20 minDrop in for a conversation with my guide to movement and aging well, Jyll Hubbard-Salk, founder of Urban Asanas Yoga Studio in Brooklyn, NY.
Thanks for listening to How's Your Boomer? the podcast that aims to make tackling tough but necessary topics with aging parents and loved ones a little easier.
For more info, visit: https://howsyourboomer.substack.com/p/movement-at-every-age
- I Gotta (Finance) GuyOct 28, 2025 · 18 minTune in for an interview with Laura's finance guy, Nick Wilkins, about useful tips and approaches for taking the sting out of retirement and financial conversations with your Boomer.
Thanks for listening to How's Your Boomer? the podcast that aims to make tackling tough but necessary topics with aging parents and loved ones a little easier.
For more info, visit: https://howsyourboomer.substack.com/
- Meet My BoomerOct 21, 2025 · 23 minThe podcast that aims to make tackling tough but necessary topics with aging parents and loved ones a little easier.
For more info, visit: https://howsyourboomer.substack.com/
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