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Oliver Insurance

101 N Ivy St
Canby, Oregon 97013

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Our Team



President – 503-266-2715  Ext. 605| Email Ryan

Ryan Oliver

Ryan Oliver has been a member of the Oliver Insurance team for over 20 years. He is a UNLV graduate but always roots for the Oregon Ducks. A dedicated community leader, Ryan served as  a member of the Canby Chamber of Commerce Board of Directors for 15 years, is currently the President of Canby Junior Baseball.  When his father Wayne passed, he created the Wayne Oliver Foundation which benefits local youth sport programs and the ALS Association.  He also serves on the CTV5 Board of Directors  and the Canby Parks and Recreation Advisory Committee.

Ryan and his wife Kerrie live in Canby with their two sons, Maddox and Kellen.  They stay busy keeping up with boys and their activities and they are avid Oregon Duck fans!


Licensed Client Specialist – 503-266-2715 Ext. 607 | Email Kathy

Kathy Clifford

Kathy started with us in 2007 as a personal lines agent.  She continues to work our personal lines and is known in the office for having all the right information at her fingertips.  She is highly organized and we all reap the benefits.  She also assists in our Business Insurance Team with renewals and customer service. 

What Kathy loves the most is her adorable, growing family.  She has two children of her own and now gets to enjoy being Grandma also! Spending time with her Grandson is top priority.  She and her husband have been married for over 34 years and whenever they can, escape Canby life for camping life!  Their favorite spot is Beverly Beach. 

Fun Fact:  Although a current Oregonian, she will always consider Butte, Montana her "home".  


Auto/Home/Life/Commercial Agent - 503-266-2715 Ext. 609 | Email Brett

Brett Henry

Brett joined our team in 2015.  He began as a Personal Lines producer and continues to serve in that capacity.  In addition to the P&C line, he now services our commercial clients and is helping build and restructure our Business Insurance Team.   

Brett keeps a pretty full schedule outside the office with his wife Denise, and two boys, Issac and Elliott.  He has coached high school basketball for over 15 years and is currently head Boys Basketball Coach at Evergreen High School in Vancouver, Washington.  As an ASU grad, he is an avid Sun Devil fan and tries to visit Tempe at least once a year.  In a life where he had more time, he would work on his golf game, hang out with his family more, and continue running a highly successful fantasy football franchise.  

Favorite Dad Joke: "Some people say I have a dad bod but I see myself as more of a father figure."  


Licensed Client Specialist – 503-266-2715 Ext. 608 | Email Brigette 


Brigette joined the Oliver Insurance team in November 2019. Although new to our agency, she is not new to the industry. She has been a licensed agent for 6 years and brings a wealth of knowledge to her position. Out of the office she enjoys camping with her husband and kids, Lola and Jeremiah. Thai food and a movie are one of their favorite family nights. Brigette also enjoys being outdoors, shopping and just finding time for a good ‘ole fashion date night with the hubby. 

Shows she’ll binge? Game of Thrones, Naked and Afraid and The Walking Dead. 

If she could spend a weekend anywhere in the world, Paris, the City of Light, would be her first choice. 


Marketing & Operations - 503-266-8611 | Email Kerrie

Kelly Ireland
Kerrie joined her husband, Ryan at our office in 2016.  Kerrie handles the marketing and operations side of the business.  She works closely with the team on community involvement, client events, communication and overall office operations. 
Outside the office, Kerrie is doing the mom thing with her two boys, Maddox and Kellen.  There is rarely a shortage in sporting events to attend.  She also enjoy relaxing with family and girlfriends...and she LOVES a good girl's trip for shopping and fun. Reading and camping are her other favorite past-times. 
Favorite Shows:  Big Little Lies, Outlander, Stranger Things, Game of Thrones
Favorite Charities:  The Wayne Oliver Foundation, ALS Assocation, The Dougy Center, Canby Educational Foundation and Pass it On, Canby!  

Kent Petterson

Commercial Manager - 503-266-2715 Ext. 606 | Email Kent

Kent Petterson
Kent joined Oliver Insurance in February 2019 with 10+ years insurance experience. He is an Oregon graduate and is always rooting for the Ducks. Community involvement is one of his passions. Currently he is involved as a PTA VP and Canby Micro Soccer Coordinator. Kent also organizes a golf tournament supporting local children’s charities (Golfing 4 Kids). Kent resides in Canby with his two sons, Kyle and Ryan. He loves to be outdoors camping, hiking and just staying active. He keeps busy with his boys’ different activities, as well as acting as their personal chauffeur.