Portland, Oregon

Your family's tomorrow
deserves more than
a hope and a prayer.

Personalized insurance guidance from a trusted Portland representative — so you can face the future with confidence, not uncertainty.

Schedule a Consultation Explore Services
Mutual of Omaha
·
Licensed in OR
·
SW Portland Office
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What I Offer

Coverage built around
your life, not a policy.

Every stage of life brings new questions about protection. I help you find the right answers — with clarity, patience, and no pressure.

Life Insurance

Term, whole, and final expense policies that ensure your family's financial security — no matter what tomorrow brings.

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Health Insurance

Individual and family health plans that fit your budget and your needs — from basic coverage to comprehensive protection.

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Annuities

Retirement income solutions that provide steady, predictable payouts — so you can enjoy your later years without financial worry.

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Medicare Solutions

Navigating Medicare can be overwhelming. I simplify the options so you can make informed decisions about your healthcare coverage.

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Disability Insurance

Protect your greatest asset — your ability to earn. Disability coverage ensures income continuity when you need it most.

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Free Consultation

Not sure where to start? Let's have a conversation — no obligations, no pressure. Just honest guidance tailored to your situation.

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Gail L. Simmering, Insurance Representative in Portland

Mutual of Omaha

Authorized Representative

Proudly serving the Portland community with trusted insurance solutions.

About Gail

A partner you can
trust with what matters.

Insurance isn't just about policies — it's about people. When I sit down with a client, I'm not selling a product. I'm listening to their story, understanding their fears and hopes, and finding coverage that actually fits their life.

Based in Southwest Portland, I've built my practice on one principle: treat every client the way I'd want my own family treated. That means honest conversations, clear explanations, and recommendations I'd stand behind personally.

As a Mutual of Omaha representative, I have access to a broad range of products — life insurance, health insurance, annuities, and Medicare solutions — so I can recommend what's right for you, not what earns the highest commission.

Integrity Honest advice, always.
Clarity No jargon, no confusion.
Availability Here when you need me.
Personalization Your plan, your priorities.
Let's start a conversation
How It Works

Simple steps to
peace of mind.

Getting the right coverage shouldn't feel complicated. Here's what to expect when we work together.

01

Tell Me Your Story

Whether it's a phone call, email, or an in-person meeting at my SW Portland office, we'll start with a conversation about your life, your goals, and your concerns.

02

I Find Your Fit

I review your situation against the full Mutual of Omaha product lineup — not just one option — and present clear, comparison-based recommendations.

03

You're Covered

Once you choose the right plan, I handle the paperwork and follow up to make sure everything is in order. I'm here for questions long after the policy is active.

Client Words

The trust my clients
place in me speaks for itself.

"Gail took the time to understand exactly what our family needed — no rushing, no pressure. She explained everything in plain language and found us a policy we're comfortable with."

M.R.

Michael R.

Life Insurance Client

"Navigating Medicare was overwhelming until I met Gail. She walked me through every option patiently and helped me choose coverage that actually makes sense for my situation."

S.T.

Susan T.

Medicare Client

"I've worked with Gail for several years now. She's always available when I have questions, and she genuinely cares about getting it right. That kind of service is rare."

D.L.

David L.

Annuity Client

Get in Touch

Ready to protect
what matters most?

Whether you're looking for life insurance, health coverage, annuity options, or just want to understand what you have — I'm here to help. Reach out and let's start the conversation.

Phone

(503) 244-3926

Email

gail.simmering@mutualofomaha.com

Office

9020 SW Washington Square Rd Ste 550
Portland, OR 97223

Send a Message

Fill out the form below and I'll get back to you within one business day.

Is this your business? This is my business