Ep. 32 - Trey Wingo on Pebble Beach - The Caddie Union & Life After ESPN

Trey Wingo joins Dougie Buckets, confirmed the biggest guest in Tip Your Caddie history. 23 years at ESPN, two decades as the voice of NFL Sundays, now running The Wingo Network — and as it turns out, a serious caddie guy.   Doug and Trey get into the unionization fight at Pebble Beach, the loopers and courses that defined Trey's golf life (Pebble, Spyglass, Bandon, Sand Valley, St. Andrews, Carnoustie), the best caddie advice he's ever been given, the boys-trip moments he'll never forget, and what it actually took to walk away from ESPN and build something of his own.   If you care about caddie culture, this is the one   —   GUEST Trey Wingo — The Wingo Network ⭐   / trey.wingo   https://x.com/wingoz https://x.com/TheWingoNetwork —   THIS EPISODE WAS POWERED BY SPIKEDADE 💚 Stick around for the Last Call poured by SpikedAde.   —   FOLLOW TIP YOUR CADDIE Website: tipyourcaddie.com YouTube: @TipYourCaddie Instagram: @tipyourcaddie X: @TipYourCaddie TikTok: @tipyourcaddie #tipyourcaddie #treywingo #caddie #pebblebeach #golfpodcast