Meet Josh: Jewish Business Owner of the Week

by Allison Friedman / May 6, 2020

When Josh Weinstein isn’t running his own trailer repair business, you might find him having sing-a-longs with his wife and new piano, planting in his garden, or snuggling with his French Bulldog Karma. Get to know Josh!

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Allie: What brought you to the DC-area?

Josh: I have actually lived around here my whole life, I currently live in Gaithersburg with my wife Andriana and our French Bulldog Karma.

Allie: I hear you started your own business! Tell me about your company?

Josh: It’s called Open Road trailer services and we do on site trailer repair and welding. Most of our repairs are down on site, and maybe 20% are roadside.

Allie: What made you decide to start your own company? 

Josh: I have always been handy with a lot of things and especially enjoy fixing and modifying cars. My first repair job was when I was 14 or 15 years old – I was working at a summer camp in their maintenance department. I did that for about 8 years. I was working at a different shop for a while and I capped out on my experience there. Eventually, I decided to take a shot on my own and see what would happen.

Allie: What was the hardest part about building your own company?

Josh: Finding customers was hard, when you start out your name isn’t out there yet. You have to build a presence and go out and meet people. If you meet just one person, word of mouth can really help things take off. 

Allie: What is the best part of owning your own business?

Josh: Aside from getting to work for myself, I have loved meeting new people through it. It’s been almost 7 years, and I’ve made a lot of friends through this business. A lot of my customers become friends.

Allie: What are your future plans for your company?

Josh: I currently have one truck on the road but I would love to have a fleet of people doing what I do. 

Allie: How has the pandemic affected your work?

Josh: Thankfully, our work doesn’t require us to be in contact with people for that long and not that many people at once. We are giving customers the option to be present or we can do the work with them being remote. We are practicing social distancing, while still providing the one-on-one care the clients need. 

Allie: Do you have any coping tips for being at home?

Josh: If you don’t have a hobby – get one and throw yourself into it. Last year I went out and bought a piano even though I had never played before and now in my spare time I enjoy playing. Having something you can do that separates your “home life” from your “work life” is important. 

Allie: How did you decide to get a piano?

Josh: I played clarinet for 10 years, so I can read music and had always thought about learning to play piano. So one day, I just decided to do it. Every once and a while Andriana and I have sing-a-longs while I play.

josh and adriana

Allie: Do you have other hobbies?

Josh: I have a small garden at my apartment. We had just moved when everything shut down, our garden is mostly railboxes but we have veggies like lettuce. 

Allie: If you had a totally free day to spend in Maryland what would you do?

Josh: When I have a free day, I like to head down to the city and spend the day there. I would probably go straight to The Wharf, hang out by the water and eat some crabs.

Allie: What’s on your life bucket list?

Josh: We were supposed to go to Spain in June, so hopefully we can reschedule that. We also want to travel around Italy. I am very big into family, so having kids is at the top of my list. Aside from that, I just like to let life happen.

Allie: What is your favorite Jewish food?

Josh: I would have to go with latkes and matzo ball soup. I have been told I make latkes well. I top them with either sour cream or applesauce.

Allie: When Jews of DC Gather…

Josh: They eat.

josh and wife in dc



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