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Interested in joining the 

Milestone Team?


We are always on the lookout for strong team members.  We are fully staffed at this time, but please feel free to submit your resume using the follwing links.

Earl Olson, Managing Partner

Earl brings many years of restaurant management experience to Milestone.  He posesses a vast knowledge of beer and wine, and is excited to offer the largest selection of draft beer in SLO County.  

Dennis Meffert, Manager


Born and raised in Germany, Dennis moved to the Central Coast 10 years ago.  His first restaurant job was as a busser at Rooster Creek in Arroyo Grande while a senior in high school. Dennis went off to college at the University of South Carolina and graduated in 2015 with degree in Business Management and Marketing. He is  happy to now be managing at Milestone Tavern. In his spare time, he is a student at the San Luis Obispo College of Law, but he plans to stay in the restaurant industry. 


Rhonda Sims, Events Manager


A native to California's beautiful Central Coast, Rhonda has 20+ years in hospitality sales and marketing experience.  She has worked for the Westin, Ritz Carlton, and currently oversees special events at several of our other locations.  Whether you're looking to book a corporate event, a family milestone, or larger catered event, Rhonda can help you from beginning to end.

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