Setback to Second Store: Jeff Similen on Rebuilding in Cannabis Retail

Send us Fan Mail

At NECANN, we sat down with Jeff Similen, owner of LowKey West Roxbury, to talk about the highs, the setbacks, and the decision to start again.

Jeff shares his journey from former athlete and real estate professional to dispensary owner, including the hard lessons from closing his first store—and what pushed him to build again in a challenging market.

We discuss what went wrong the first time and what he learned from it, the real pressure of running a dispensary in today’s economy, burnout and how it shows up behind the scenes, what he’s doing differently with LowKey this time around, his vision for the future, and what success looks like now. 

Support the show