Jumbo’s Win Win, Philo, CA., 5/9/25

exterior – 8651 CA-128, Philo, CA 95466

Jumbo’s Win Win was a roadside burger spot that opened in August 2024.   Scott Baird, a James Beard nominated bartender and his wife Molly moved to the Anderson Valley in 2020, escaping the hectic living of San Francisco.  They wanted to offer a limited but well composed menu and interestingly chose the building which is a 120-year old former saloon.  The name Jumbo is for the owner’s son, named by his brother who also suggested the name Jumbo’s Win Win.  The fairly large spot had a long counter where you placed and picked up your order.  Next to that space a large window opened into the kitchen where the food was passed through and your name called out with a microphone.  Tables and chairs filled the rest of the room and there was an outside patio if you wanted.  Multiple windows added to the already bright room with just a few decorations.  Actually, the bathroom had more visuals with custom-made tiles.  Music was in the background and the counter person was very helpful.  They are open every day from 11-8 in the Anderson Valley.   It’s a cute family-run place that serves an okay burger and tasty dessert options.  Stop by when you’re on CA Hwy 128 and need to fortify before visiting another winery. Continue reading