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Presenting Office Ladies: Work Friendship

Explore episode Jun 19, 2026

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Sam Kiefer on Making Friends in Sobriety Over 40

At 59:50 · chapter starts 57:10

Jenna invites producer Sam Kiefer to share his sobriety journey as a real-world case study in adult friendship-making. Sam describes how making new sober friends over 40 was far harder than expected — he took fencing, cello, sign language, kickball, and bowling classes, stepping into rooms of strangers roughly once a week for a year. It worked: he made genuine new friends through 12-step programs and hobby classes alike. But when Jenna asks whether he assumes people like him, Sam is candid: he is hardwired toward self-dislike, is actively working on it in therapy, and found the Snapchat advice almost absurd in its apparent simplicity. He describes the 'emotional hangover' of driving home from every social event, replaying everything he said and concluding no one liked him — despite nothing actually going wrong. Jenna affirms she understands, citing her own social anxiety and inner self-critic as roots of the same pattern.

Health & Fitness
Sam Kiefer's Sobriety Journey and Making Friends Over 40

Presenting Office Ladies: Work Friendship · Jun 19, 2026 Health & Fitness

Producer Sam Kiefer describes the unexpected difficulty of building new sober friendships over 40 — taking fencing, cello, sign language, kickball, and bowling classes, walking into a room of strangers roughly once a week for a year. It worked. But the emotional hangover afterward — spiraling on the way home — never fully went away.

Society & Culture
The Office Ladies Desk Origin Story: How Proximity Created a Lifelong Bond

Presenting Office Ladies: Work Friendship · Jun 19, 2026 Society & Culture

Jenna and Angela trace the root of their two-decade friendship to a single fact: their desks backed up to each other on The Office set. Proximity created opportunity; shared day-to-day moments built the bridge. A journal entry Angela reads from those early days captures it perfectly — lunch in a trailer, arm weights, and hydrangeas.

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