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.

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 Rewards Program

Community Commitment

A key mission for Chamberlain Insurance is to be a community leader. For every referral we receive, we donate $5 to our quarterly charity. We also have rewards for referrers who continue to tell their friends and family about the work that we do.

Charities Supported by Chamberlain Insurance

  • Team Rubicon
  • Family Dogs New Life Shelter
  • Portland Youth Builders
  • Fox 12 Les Schwab Toy Drive