About Us

Our Team

A trustworthy insurance agent is knowledgeable about Medicare rules and regulations, stays up to date with changes in the healthcare industry, and has a good understanding of the Medicare Advantage plans available in your area.

Christopher Grimmond about us

Christopher Grimmond

Licensed Insurance Agent

In 2012, my mother was diagnosed with ovarian cancer. As her condition worsened, she needed to be placed in a skilled nursing facility. Initially, I was told that Medicare and her insurance wouldn’t cover her stay, leaving my family to bear the costs out of pocket.

Desperate for a solution, I reached out to my friend John, who was in the Medicare insurance business. John explained that the information I received was incorrect and showed me how we could manage the situation. Thanks to his guidance, everything was sorted out…

My mother passed peacefully a few days later, and we didn’t have to worry about medical bills or insurance issues. Inspired by this experience, John invited me to learn about Medicare insurance and join him in the business. At that time, I had already spent ten years working in insurance, though not specifically in Medicare.

Since then, I’ve been dedicated to ensuring my clients receive accurate information about Medicare and Medicare insurance—the TRUTH. It’s my passion to help others navigate these complexities with clarity and confidence.

Anna Dolezal

Licensed Insurance Agent

In 2024, I joined Omaha Insurance Solutions. I’m able to combine my love of helping people with my desire to make healthcare understandable for people. I thrive in one-on-one interactions, working closely with clients to understand their needs and provide tailored solutions.

At Omaha Insurance Solutions, I am committed to making Medicare simple and stress-free. Whether you’re just starting to explore your options or need help fine-tuning your plan, I am here to provide the support and expertise you deserve. Let’s navigate Medicare together—so you can feel confident about your healthcare decisions.

I Understand How Overwhelming Medicare Can Be
When I studied for my insurance license, I felt like I was learning a whole new language. The endless terminology and complicated policies were overwhelming at first, and I had to work hard to make sense of it all. That experience helps me connect with my clients. I get it—Medicare is confusing! The different insurance companies, plan options, and rules can feel like a maze, and I love being the guide who makes it all simple and stress-free for my clients.

Medicare Became Personal for Me
This year, my mom is enrolling in Medicare for the first time, while my dad has been on Medicare for years. Growing up with older parents (my dad is 72, my mom is 65), I saw firsthand how challenging it was for them to navigate Social Security and Medicare. When I was a child, teachers would often mistake them for my grandparents! But they weren’t just amazing parents—they were also my first lesson in how important it is to have a trusted advisor when making Medicare decisions. Seeing their struggles has given me a deep appreciation for the importance of clear, reliable information and a compassionate expert to turn to.

Why I Truly Understand Healthcare Confusion
Life has also taught me the importance of having support and guidance when facing difficult health situations. At 14, during a junior high basketball tournament, I suffered a painful fall that sent me to the emergency room. Within hours, I was rushed into emergency surgery. When I woke up, the doctors told me and my parents that I had ovarian cancer. The fall had ruptured a 17-pound ovarian cyst, which led to the shocking diagnosis. What followed were two years of treatments, pelvic exams, and endless tests before I was finally declared cancer-free. That experience shaped who I am today. I know what it feels like to face uncertainty, fear, and frustration when dealing with healthcare. I also know that having the right people by your side—people who genuinely care and are willing to help—can make all the difference.

Anna Dolezal about us
Hollie Hittner about us

Hollie Hittner

Licensed Insurance Agent

If there’s one thing I’ve learned in my years in the insurance world, it’s this: Medicare is confusing, and everyone could use a trusted guide to navigate it. That’s where I come in!

My journey into Medicare began in 2007 when I was hired to help insurance agents complete their contracting paperwork with insurance companies. As part of that role, I became licensed and dove headfirst into learning about Medicare plans and all the details that come with them. But my understanding of Medicare became personal when my grandmother passed away.

My grandfather, Warnie, was suddenly left to figure out finances, insurance, and a house full of responsibilities—things my grandmother had always handled. To make things even more complicated, she had multiple insurance policies my grandfather didn’t even know existed. My family turned to me to untangle the mystery of his coverage, and that’s when I wrote my very first Medicare Advantage plan—for my own grandfather.

From that moment, I knew helping people understand Medicare was my calling. Over the years, I’ve worked for various marketing companies, training agents on how to represent insurance carriers and educate clients about their Medicare options. I even worked with UnitedHealthcare, the largest Medicare insurance provider in the country. But no matter where I’ve been, my mission has remained the same: I help people make sense of Medicare, so they feel confident in their decisions.

I’ve met so many people, like my grandfather, who felt overwhelmed and unsure of what steps to take—even my own parents and friends who have aged into Medicare! That’s why I’m passionate about breaking down the confusion and making Medicare simple, clear, and, dare I say… fun? (Okay, maybe not fun, but at least stress-free!)

In September 2024, I decided it was time to make a change. After years of working from my home office (which was mostly ruled by my four adorable but demanding dogs and one very opinionated tabby cat), I wanted a fresh start. And everything happens for a reason!

That’s when I found my forever home at Omaha Insurance Solutions. It’s been the craziest Medicare season I’ve ever seen, but I wouldn’t trade it for anything! I’m honored to work alongside Chris and his amazing clients, and I can’t wait to help even more people make Medicare work for them.

When I’m not helping folks navigate Medicare, my husband, Craig, and I are busy keeping up with our four grown sons—and when they’re off doing their own thing, our four dogs (two Pugs, one Puggle, and one Bug) make sure we don’t get too comfortable! So, if you’re feeling lost in the Medicare maze, don’t worry—you’ve got me! Let’s figure this out together.

let us help

Are you ready to find the best medicare healthcare insurance plan for your needs? Contact us to schedule a free discovery call to see if we can help you with your Medicare planning.

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“I couldn’t be happier with Christopher Grimmond, his executive assistant Angie, and with Omaha Insurance Solutions.”

~ Vicki R.