Net Positive with John Crist

Coffee and Mexican (w/ Anne Wilson)

8 snips
Nov 19, 2025
Guest
Ann Wilson
In this lively conversation, Anne Wilson, a rising star in Christian music, shares her experiences from the road and provides insight into Gen Z culture. She discusses her unique approach to styling her band with cowboy hats and the challenges of touring life. Wilson also dives into the Gen Z dating scene, reflecting on singles nights and what the younger generation seeks in relationships. With thoughts on faith and creativity, she highlights the return to traditional values among her peers.
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ANECDOTE

Band Costume Story

  • Ann Wilson dresses her five band members in cowboy outfits and tailors pieces to fit their non-cowboy builds.
  • One reluctant bandmate later asked for a custom $800 cowboy hat and now proudly wears it on tour.
INSIGHT

Tour Life Is Highs And Lows

  • Touring gives big highs onstage and grinding, lonely days offstage like loading docks.
  • Ann Wilson says the road can change you drastically and is emotionally and physically exhausting.
ANECDOTE

Early Tour Pay Reality

  • On her first Winter Jam Ann Wilson earned $1,000 a night and often lost money on long tours.
  • She hired a bandmate for more than her own nightly pay during that early tour.
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