Windermere’s Ron Upshaw of “The Ron & Don Show” Broker

Windermere Midtown - Lakeview

What was your most interesting job before going into real estate?
Radio Host – 97.3 KIRO FM, The Ron & Don Show – Afternoon Drive

Where did you grow up?
Albuquerque, NM

Growing up, what did you want to be?
The lead singer for U2.

What do you do to relax when you’re stressed?
Go up to my tiny house on the Skykomish River.

If you could meet any well-known figure (living or not), who would it be and why?
George Clooney — he seems like he’d be a lot of fun. Since it’s a one-time visit, I’m going with someone who would be a laugh. I don’t think hanging out once with someone like the Dali Lama would be all that interesting. Need more time.

What is Seattle’s best-kept secret?
Well, obviously I can’t tell.

What do you love most about the industry?
Being my own boss.

How do you distinguish yourself from the crowd of agents?
Having built a large audience on the radio that knows and trusts us. We have an enormous reach with our podcast (over 1 million plays), newsletter, and social platforms.

What is the most difficult aspect of your job?
Finding a proper work/life balance. This job will take all the time you’re willing to give it.

What’s your best advice for generating new leads?
Whatever you pick, do it consistently.

What has been your greatest accomplishment?
Raising over $12 million in the community. Everything from Oso to beds for kids. The tsunami in Japan to the earthquake in Haiti.

What are you binge-watching/reading/listening to lately?
The Mandalorian.

What’s your favorite meal in Seattle?
Sushi Kashiba.

Architecturally speaking, what is your favorite building in Seattle?
The Downtown Library.

What’s the weirdest thing that’s ever happened to you on the job?
Selling two houses while going into COVID lockdown. Very weird.

What’s one thing people are surprised to learn about you?
That Don and I are actually doing all the work of the transaction.

What is your favorite vacation spot and why?
Barcelona. I want to move there one day.

In 10 words or less, what is your advice for someone new to the industry?
Learn the contracts. Learn the software. Have integrity. Have fun.

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