Tina Kennedy
Tina began her career in the insurance industry in 1997 in Denver, Colorado working for Byerly & Company (now part of Arthur J. Gallagher & Co.), specializing in the day-to-day enrollment and billing operations of four Health Insurance Purchasing Cooperatives (HIPC) in the West and Northwest.   In 2000, she was hired by Associated Oregon Industries as Director of Marketing for AOI HealthChoice, a HIPC and Association Health Plan based in Salem, Oregon and relocated to the Pacific Northwest at the end of that year. After almost 10 years, she left AOI to gain experience working as an independent agent, and joined Healthwise Insurance Planning, LLC in March of 2016. Tina specializes in small group and individual insurance, and is certified to assist people in enrolling through the federal Health Insurance Marketplace, aka Healthcare.gov.
Tina has served as President of the Oregon Association of Health Underwriters and as Regional Communications Chairperson for the National Association of Health Underwriters. Tina graduated from the University of California, Davis with a B.A. in German Language Studies.
Contact Tina:

Lori Headley (retired)
Lori founded Healthwise Insurance Planning, LLC in 1996. She brings more than 25 years of experience from multiple facets of the insurance industry. Lori began her career working for large insurance companies like Aetna Life and Casualty and PACC Health Plans. In 1996, Lori started her own business working as an independent insurance agent. Lori specializes in individual/family health insurance and is certified to assist people in enrolling through the Federal Health Insurance Marketplace, aka Healthcare.gov.
Lori has served on the Board of Directors for many organizations over the years, including the 82nd Avenue Business Association, Unlimited Choices, Portland Association of Health Underwriters, and the Oregon Association of Health Underwriters. She was elected to the position of Regional Vice President of the National Association of Health Underwriters and served for 3 years.
Contact Lori:
Contact Lori by phone at (503) 788-5680 or by email at lori@healthwiseins.com .

Peggy Olson (retired)
Peggy has been a licensed Health and Life insurance agent since 1985. She is a nationally-recognized expert on Medicare and Medicare-related health insurance, and works with individuals as well as local, national and international companies as a Medicare consultant. In June of 2007, Peggy was the only health insurance agent in the U.S. invited to testify before the U.S. Congress during their investigations of predatory marketing practices by insurance agents and insurance companies in Medicare plans. She is also a resource for the U.S. Senate Committee on Aging. She joined Healthwise Insurance Planning in 2002.
Peggy has served as President of the Oregon Association of Health Underwriters, and has worked for 15 years on the Medicare Working Group of the National Association of Health Underwriters. She is a graduate of the University of Alabama and has done graduate work at Portland State University.

Our Hours

Monday:         8:00 am - 3:00 pm
Tuesday:        ​8:00 am - 3:00 pm
Wednesday:  ​8:00 am - 3:00 pm
Thursday:      ​8:00 am - 3:00 pm
Friday:            ​8:00 am - 3:00 pm
Saturday:       Closed
Sunday:          Closed

Our Location

Contact Us

11112 NE Halsey Street, Suite B
Portland, OR 97220

Phone: 503-686-8663