Our Team

Cassidy Barry

Cassidy Barry

Cassidy Barry

Making Colorado her home in 2006, Cassidy has fully embraced the southern Colorado lifestyle and small town culture. She graduated from Fort Lewis College with a double major in Marketing and International Business and pursued various customer service positions before landing on local insurance needs. Discovering her passion for helping people, she is dedicated to understanding the needs of clients and is an enthusiastic problem solver.

Taking advantage of what Colorado has to offer, Cassidy is extremely active in the outdoors community. She is on the Pedal the Peak Bike Racing team out of Durango and rides her horse, Bill, in SkiJoring events both in Pagosa Springs and Silverton. She loves the mountains and her heart is with her animals, especially her dog Turtle.

Get in touch with Cassidy!

It’s Renewal Season: How to Make the Most of Your Car Insurance Policy Before You Re-Sign

As the year winds down and renewal notices start showing up in your inbox, it’s the perfect time to take a closer look at your car insurance policy. Many drivers simply let their coverage renew automatically — but that can mean missing out on discounts, better...

Flooding in Southwestern Colorado: What Homeowners Should Know About Insurance, Claims, and Coverage

Recent flooding across parts of Southwestern Colorado has left many homeowners and business owners dealing with damage, cleanup, and uncertainty about what their insurance actually covers. The Colorado Division of Insurance (DOI) recently issued a consumer advisory to...

Fall into Coverage: Preparing Your Home & Car for the Season Ahead

As the leaves begin to change fall is a reminder that seasons don’t just affect our routines — they affect our risks, too. Cooler weather, earlier sunsets, and shifting outdoor activities bring new challenges for both homeowners and drivers. Taking a few minutes now...

Medicare Open Enrollment 2025: What You Need to Know

It’s that time of year again — Medicare Open Enrollment begins October 15 and runs through December 7, 2025. During this window, anyone with Medicare can review their current coverage and make important changes for the year ahead. Whether you’re enrolled in Original...

Smart Commercial Insurance Moves for Fall: Protecting Your Business as the Year Wraps Up

As fall settles in across Colorado, Arizona, Texas, New Mexico, Montana, and Connecticut, business owners are shifting gears. The final quarter of the year brings new opportunities — and new risks. From unpredictable weather to holiday traffic surges, now is the time...

The Cost of Skipping Coverage: Why the Cheapest Policy Isn’t Always the Best

It’s tempting to shop for insurance the same way we shop for gas or groceries: find the lowest price and call it good. However, unlike a gallon of milk, the cheapest insurance policy isn’t always the best deal. When you’re protecting your home, your car, or your...

Living with Pain? Medicare Can Help

Living with pain can make everyday activities difficult, but you don’t have to face it alone. Medicare provides coverage for a variety of safe and effective services to help you manage pain and improve your quality of life.Medicare-Covered Options for Pain Management...

Back-to-School, Back-to-Busy: Is Your Insurance Ready for the New Season?

Labor Day has passed, the mornings are a little cooler, and families across Colorado, New Mexico, Texas, and beyond are settling into the back-to-school routine. Between school drop-offs, extracurricular activities, and after-work commitments, life can get busy fast...

Adventure Protected: Expert RV & Toy Insurance in Pagosa Springs

In Pagosa Springs, adventure isn’t just a hobby — it’s a way of life. Whether you’re a lifelong local heading to the San Juans in a side-by-side, or a part-time resident storing your Class A motorhome for seasonal escapes, your toys are more than possessions — they’re...

🚨 New Scam Alert: Fraudsters Targeting Medicare Beneficiaries with Fake Hospice Services

At HomeTown Insurance & Financial Services, we take your Medicare protection seriously — and as a trusted, licensed leader in the state of Colorado for Medicare guidance, we're committed to keeping you informed about the latest fraud threats.A recent warning from...

Your Hometown Connection

Insurance Service for Arizona, Colorado, Connecticut, Montana, New Mexico, and Texas.

Health | Dental&Vision | Life | Disability | Group | Home | Auto | Builders Risk | Workers’ Compensation | Renters | General Liability | Medicare Supplements