This American Life

255: Our Holiday Gift-Giving Guide

Dec 14, 2025
Ian Brown, a feature writer and storyteller, shares his heartfelt yet hilarious attempt to give his mother the perfect Christmas gift by singing carols with his brother. The struggle of family dynamics makes for a touching tale. Meanwhile, reporter Caitlin Shetterly unveils the legacy of Robert Jordan, a reclusive Maine tree farmer whose generosity transformed lives, revealing unexpected connections and community bonds just in time for the holidays. Both stories illuminate the complexities and joys of giving during the festive season.
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ADVICE

Prepare Gifts That Rely On Skill

  • Ian Brown seeks expert coaching to salvage his caroling gift, calling a former choirmate and the city's choirmaster.
  • When a gift matters, rehearse and get outside help to meet expectations.
INSIGHT

Perfect Gifts Can Upset Family Balance

  • Ian Brown realizes the perfect gift can destabilize family equilibrium and create awkward indebtedness.
  • He concludes imperfect gifts preserve the family's delicate balance and reassure everyone nothing changes.
ANECDOTE

Gift-Giving Turns Into A Life-Changing Bequest

  • Caitlin Shetterly tells how Ron and Brenda befriend reclusive Robert Jordan and secretly give him Christmas gifts.
  • After Robert dies, he unexpectedly leaves them his farm, transforming their lives.
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