Happiness Sold Separately

The Perpetual Caregiver | How Survival Became Shelly Grimm’s Mission to Protect Families


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In this deeply human episode, Jason talks with financial consultant and lifelong caregiver Shelly Grimm, whose story begins with one of the earliest documented cases of Crohn’s disease in the United States. At five years old, Shelly became the primary caregiver for her mother, navigating poverty, chronic illness, and emotional isolation. The weight she carried shaped her understanding of family, responsibility, trauma, and survival.

Her experiences eventually led her into the world of trusts, estates, financial planning, and crisis navigation — fields that revealed just how unprepared most families are when medical emergencies or end-of-life situations happen. Through the Family Love Letter and her new brand, The Perpetual Caregiver, Shelly is teaching families and caregivers how to prepare emotionally, financially, and practically for the unexpected.

This conversation explores child caregiving, chronic illness, digital assets, passwords, legacy books, mental health, emotional burnout, and the hidden burdens of family caregiving. It also gives listeners a compassionate roadmap for creating stability and peace in moments of crisis.

If you love someone, this is an episode you cannot afford to skip.

Listeners can learn more at familyloveletter.com or theperpetualcaregiver.com, or reach Shelly directly at [email protected]


#CaregiverStory #FamilyLoveLetter #LegacyPlanning #MentalHealth #ChronicIllnessCaregiving #ChildhoodTraumaHealing #HappinessSoldSeparately #JasonHensley #RealHumanStories #ThePerpetualCaregiver


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Happiness Sold SeparatelyBy McCosh Films

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