Meet the team

Local advisors you can actually reach.

Plan Benefits Hawai‘i started with founder Kalei Kaanoi in 2005 and has grown into a team of six local, independent advisors licensed right here in the Islands. Every advisor brings their own specialties and languages, so you can work with someone who understands your situation and speaks your language. Ask for anyone by name.

Request a specific advisor Call (808) 292-1084

No cost to you
Independent & local
20+ years on O‘ahu

Samuel “Kalei” Kaanoi

Founder · Licensed Insurance Agent & Medicare Advisor

Medicare
Long-Term Care
Short-Term Care
ACA Health
Life & Final Expense
Annuities
Retirement

Languages: English
Experience: Serving Hawai‘i since 2005 (20+ years)
Local roots: Born in Honolulu, raised in Kuliou‘ou Valley
Licensing: Licensed Hawai‘i insurance agent

Kalei is a graduate of Saint Louis School and Lewis & Clark College who has helped Hawai‘i’s retirees understand and choose their Medicare coverage since 2005. He believes finding the right plan shouldn’t be confusing — he takes the time to understand your health, your doctors and your budget, then finds a solution that truly fits. When he’s not helping clients, you’ll likely find him coaching his daughter’s softball and son’s baseball teams.

Ask for Kalei Call the office

Lance Doiguchi

Licensed Insurance Agent · Social Security & Retirement Specialist

Medicare
Annuities
Long-Term Care
Short-Term Care
ACA Health
Final Expense
Life Insurance
Mortgages

Languages: English
Experience: 30+ years in financial services
Local roots: Hawai‘i-based
Licensing: Licensed HI agent · NSSA, NMLS, CMPS

Lance is a Hawai‘i-based financial services veteran with more than 30 years in mortgage lending and insurance planning. A Licensed Insurance Agent, National Social Security Advisor (NSSA) and Certified Mortgage Planning Specialist (CMPS), he guides seniors through Social Security decisions, builds retirement plans and plans ahead for long-term care. His drive is personal: years ago he watched a client lose her husband with no life insurance and no savings, left to cover the mortgage alone. That moment shapes how he works today — making sure families are properly protected, never forced to choose between grief and losing their home.

Ask for Lance Call the office

Derek Kim

Licensed Insurance Agent · Medicare & Retirement

Medicare
Annuities
Long-Term Care
Short-Term Care
Final Expense
Life Insurance

Languages: English
Experience: Serving Hawai‘i since 2018
Local roots: Honolulu, O‘ahu
Licensing: Licensed Hawai‘i insurance agent

Since 2018, Derek has helped individuals and families across the community with their Medicare and life insurance needs. For Derek, taking care of people is about more than choosing a plan — it’s about listening, building trust and treating every client like ‘ohana. He takes pride in personal service, honest guidance and being someone his clients can count on when they need a helping hand.

Ask for Derek Call the office

Stephanie Flores

Licensed Insurance Agent · Medicare & Life Insurance

Medicare
Annuities
Long-Term Care
Short-Term Care
Final Expense
Life Insurance

Languages: English
Experience: Serving Hawai‘i since 2012
Local roots: Kailua, O‘ahu
Licensing: Licensed Hawai‘i insurance agent

Since 2012, Stephanie has helped individuals and families navigate Medicare and life insurance with confidence. She believes every client deserves honest advice, personalised service and someone who truly listens. Her goal is to make insurance easy to understand, so you can make informed decisions and feel confident about your coverage. Building lasting relationships and being a trusted resource is the most rewarding part of what she does.

Ask for Stephanie Call the office

Glenn Arakawa

Licensed Insurance Agent · Medicare & Retirement Income

Medicare
Annuities
Long-Term Care
Short-Term Care
ACA Health
Final Expense
Life Insurance

Languages: English, Mandarin Chinese, Hawaiian Pidgin
Experience: Licensed since 2013
Local roots: Wai‘anae, O‘ahu
Licensing: Licensed HI life & health insurance agent

Glenn has been a licensed agent since 2013, with deep experience educating and advising people on life insurance, health care plans, Medicare, long- and short-term care, Social Security optimisation and guaranteed lifetime retirement income. For Glenn this work is personal: as the adult child of a 91-year-old kupuna, he knows first-hand how access to the right benefits can be life-changing. He strives to be the kind of advisor he’d feel comfortable recommending to his own mother or sister — someone who listens, explains clearly and puts your family’s wellbeing first.

Ask for Glenn Call the office

Travis Kimura

Licensed Insurance Agent · Medicare & Life

Medicare
ACA / Under-65 Health
Life & Final Expense
Hospital Indemnity
Annuities & Retirement

Languages: English
Experience: 6 years in life, final expense and hospital supplement plans
Local roots: Mililani, O‘ahu
Licensing: Licensed Hawai‘i insurance agent

Travis brings six years of experience in life insurance, final expense and hospital supplement plans, and works with individuals and families across O‘ahu on Medicare and marketplace health coverage as well. He’s a believer in the agency’s education-first approach — understand the whole picture, name the gaps plainly, and only then talk about solutions. Hospital indemnity is a good example of why: it’s the kind of gap people only find out about after a hospital stay, and it costs very little to close ahead of time.

Ask for Travis Call the office

What “independent” means here

We are not employed by any carrier. We hold appointments with Hawai‘i’s major carriers and compare across them, which means we can tell you when a plan we don’t sell is the better fit for you — and we do.

20+ years serving Hawai‘i Local independent and O‘ahu-based $0 cost for our guidance

Want to work with someone specific?

Say so on the form and we’ll route you to them. If you’d rather we match you, we’ll pick the advisor whose specialty fits your situation.

Get in touch