We would like to personally welcome you to the Chamberlain Insurance family. We have been located in Southeast Portland for over 30 years. As an independent insurance agency, we pride ourselves on finding the right coverage to protect what matters most to you.

Thank you,

Michael Totaro
Agency Principal

Rachel Sandwick
Agency Principal

The Team

Mike Totaro
Agency Principal

Mike started at Chamberlain Insurance in 1988 as an insurance producer. He graduated from University of Oregon. He has been married to Pam Totaro for 25 years. They have two sons, Maxwell, age 24, and Matthew, age 22. Mike and Pam enjoy traveling around the Pacific Northwest as much as possible. Mike spent six years in a foreign prison where he perfected the art of ping pong.

Rachel Sandwick
Agency Principal

Rachel started at Chamberlain Insurance in 1994 as a part time CSR. She attended University of Portland while working part-time at Chamberlain. Rachel has one son, Cole. She often will grab her camera and head out to her cabin on the weekends. Rachel is the only known person to have
met Bigfoot on multiple occasions.

Diane Sherwood
Insurance Producer

Diane started at Chamberlain Insurance in 2016. She has a strong background in sales and customer services. Diane is responsible for heading up the personal lines production at the agency. Diane once sky dived into the Andes mountains and hiked all the way back to Portland.

Matt Totaro
Marketing Coordinator

Matt has been with Chamberlain Insurance since May of 2018. Before starting with the company, he graduated from Linfield College with a degree in Public Relations. On Friday nights, Matt races in an underground roller derby league.

Pamela Totaro
Administration Support

Pam started working at Chamberlain Insurance in 2016. Pam helps Rachel with billing, policy, delivery and other tasks around the office. Pam was an advisor for the original Star Wars movie. She was only eight years old.

Mariah Bussard
Customer Relations

Mariah joined the company in May of 2018. After graduating from Gresham High School, she decided to work towards her Associates Degree at Mt. Hood Community College. Mariah is the oldest of eight siblings. Her family are hopeful one more child to complete their family baseball team.

Security Dog

Fig has been a valued employee for 10 years, or 70 in dog years. Because of her old age, Fig mostly works from her home office.

    review rating 5  Have been doing business with this company for many years, They have taken of my business insurance, personal insurance as well as my kids and grand kids insurance need, Great people to deal with! do yourself a favor and give them a call.

    thumb Ken Hutchens

    review rating 5  I posted this on yelp as well, because I am feeling pretty grateful for all the help I get from Mike and Chamberlain Insurance. Mike has been available whenever I call, and a huge help with some of the complications involved in a business that has expanded its services over the past couple of years. I started a business from the ground up, and have been fumbling my way through it, and it has been great to have a resource like Chamberlain to help me stay legal, and on top of things, while answering all of my questions.

    thumb Zach

    review rating 5  I have been with Chamberlain Insurance for over 20 years. Always with both home and auto insurance and yes even Earthquake Insurance. When my husband died, the policy needed changing. There were no problems, only a smooth transaction. Through the year's others have tried to persuade me to change to a cheaper rate with several different company's. Some rates were cheaper, but it isn't always what's cheaper that counts. It is what you will be getting for your money. Comparable Rates, Honest Service, Professional Counsel and help to get your policy to fit you, not any Insurance Co. We now have 3 generations with Chamberlain. My Motto is: Try them, If it doesn't work out, you have only met wonderful people who are making it an easier way to shop for insurance.

    thumb Patricia Vandermeer

Core Values

INTEGRITY: This is achieved when intent and actions are consistent. Our intention is always to provide you with professional council, and quality insurance products, with your best interest in mind. We are committed to always living up to our intention by providing honest, dependable service.

COMPETENCY: We define competency as our ability to provide you with effective service and quality insurance products that meet your needs.

Integrity + Competency = Trust!

Referral Raffle Program

¬†Chamberlain’s referral program includes a monthly raffle to reward our clients. Each time your refer a friend to our agency, you will be entered into our raffle. This month we are raffling an Amazon Fire tablet.

Also, clients who review us online are entered into our raffle. Review us today on Google and start winning prizes!