Meet Updater: Dean Shibler, VP of Operations of Updater’s Insurance Division

We’re pleased to introduce Dean Shibler, VP of Operations of Updater’s Insurance Division. Dean has worked in the insurance industry for over 25 years, first founding Confidence Plus Insurance Services (CPIS) in 1991 in Stockton, CA. Under his leadership, CPIS became one of the largest Allstate agencies in the nation. In 2009, the company was inducted into the Allstate Hall of Fame as the most profitable agency in the country.

On one of his many trips to NYC, we sat down with Dean to speak about the mission of Updater's Insurance Division, as well as his extensive experience in the industry.

Dean went on to found Community Association Insurance Solutions (CAIS), working with Chris Burke, EVP of Updater’s Insurance Division. CAIS distributes products through several hundred brokers in all 50 states on a high-tech, low-touch proprietary platform. CAIS is recognized as one of the top HOA workers compensation programs in the country. Dean has also served on the board of directors for the Bay Area and Central California Chapter of the Community Associations Institute and as Chairman of Allstate’s Profitable Growth Advisory Board.

We sat down with Dean to learn a little more about his background in the insurance industry and how he leverages his experience at Updater.

How did you begin your career in the insurance industry?

My wife, Jody (now also a member of Updater’s Insurance Division), was an insurance agent in a Sears store back when insurance was sold from a booth. She was an Allstate agent selling from a book. She invited me to join her in the business and we opened a neighborhood office together. Since then, we’ve grown our business into one of the largest Allstate agencies in the nation.

What accomplishments in the insurance industry are you most proud of?

I’m most proud of Confidence Plus Insurance Services’ ability to exceed expectations every year. We’ve been ranked as the number one most profitable agency out of 10,000 offices for Allstate. That’s a huge testament to our team and service level.

What experience are you excited to bring to Updater?

I’ve been known as an innovator in the insurance industry with the companies I’ve worked with. I want to take that innovative mindset and apply it to transforming the experience of how every person in America buys and moves their insurance when they move homes.

What do you see as the biggest problem facing the insurance industry?

It’s very difficult for customers to keep their policies when they move. Right now, the insurance industry forces interstate movers to shop for a new policy or agent no matter what. We need to change that and make transferring your policy a seamless process for the consumer, whether they’re moving interstate or just next door.

How has insurance changed in the past five years?

The biggest change has been people shopping online but still trusting their agent with a final decision. People want to feel confident in their insurance choices.

How did you come to work at Updater?

Chris Burke invited me to help him with this incredible opportunity. He said it was a challenge, but an exciting one. The rest is history.

What's your favorite thing about working with Updater?

I love the energy in the room from all of the people working at Updater.

How many times have you moved?

About 15 times.

You're about to move. What would you make sure to never do again?

Try to accumulate less stuff.

What motivates you to come to work every day?

For me, work is play when I’m enjoying the work. I love what I do.

What hopes do you have for the future of insurance for people moving?

We want to make it easy for consumers to take their insurance with them when they move — if they’re happy. And when they're not, we want to offer choices specifically curated for their needs.

What role do you think Updater can play in the insurance industry?

I think we will transform the way people move their insurance. Every consumer in America will have a great system for finding the best insurance for them and their family.


Ben Weger :

Ben is the former Content Intern for Updater’s Marketing team. The only thing he finds more exciting than discovering a new trend for content is starting his own.