My Oldest, Dearest Friend
Jun 22, 2026 · 27m
Summary
In this Deep Cover episode, host Jake Halpern interviews Mike Walton, the oldest friend of Keith Giamonco, the notorious "Boonie Hat Bandit." Mike recounts their shared childhood in Missouri and reflects on Keith’s sudden descent into bank robbery, revealing how Keith hid his financial desperation behind a facade of day trading. The conversation explores themes of male friendship, pride, and the limits of intimacy, as Mike struggles to understand why his loyal friend chose crime over asking for help.
Topics discussed
Sponsors: SimpliSafe, Sierra Nevada, and Vital Proteins
Introduction: Keith's oldest friend Mike Walton
Childhood memories and Mike's career as a car salesman
Male friendship, pride, and hiding financial struggles
Sponsor: SimpliSafe
Mike's shock at Keith's arrest as the Boonie Hat Bandit
Reconciling Keith's calm demeanor with his crimes
Mike's loyalty and refusal to speak to the media
Conclusion: The nature of friendship and letting go
Credits and final sponsors
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