In Grave Expectations, Clifton and Shay stop pretending we’re all going to live forever and march straight into the one topic everyone dodges: death.
From how many people die every day (spoiler: it’s a lot) to Shay’s fully scripted funeral plans saved in her Notes app—down to the nail color and cremation jewelry—they unpack what it means to plan your exit while still trying to live your best life. Clifton confesses his hedonist “fade to black” worldview, Shay explains why she wants to be “more extra in death than in life,” and together they wrestle with grief, religion, immigration, aging parents, and the brutal math of knowing your time with the people you love is shrinking by the second.
It’s morbid, messy, weirdly sexy, and surprisingly tender—like a late-night therapy session with two people who laugh so they don’t cry. If you’ve ever wondered what happens to your iPhone, your ashes, or your heart after you go, this episode is your permission slip to talk about it out loud.
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Some notable moments from this episode include:
00:00 - Kicking Off With Death Stats
02:12 - Shay’s Notes-App Funeral Blueprint
06:02 - No Black at Shay’s Celebration
08:05 - One Last Look, Then Light Me Up
09:30 - Cremated With FOMO
10:21 - Clifton’s Bargain-Bin Exit Plan
13:00 - Ashes, TSA, and Weekend at Bernie’s
17:29 - Losing Kyla Changes Everything
20:11 - Grief Is Not a Phase
24:13 - Shay Calls Dibs on Dying First