Cutlip Financial

The one company you call for all your insurance needs

Cutlip Financial

We protect your families in the event of an illness, death or disability

Group Health Insurance

About Us

Cutlip Financial Insurance Services has been a member of the Greater Hernando County Chamber of Commerce since 2002 and recently received their 10 year plaque.

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Our Staff

Both Debbie and Dana are community minded and have bee members of Kiwanis since 2005. Kiwanis is a global organization dedicated to the chaining the world, one child and one community at a time.

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Get In Touch

With 35 years experience in group health industry, we specializes in providing benefits such as group health insurance, dental, vision, life and disability.

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Were Trained to Navigate

So you Don't Have To !!!

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Let Cutlip Financial help with

Insurance is what we do!

  • Individual Health Insurance
  • Group Health Insurance
  • Dental Insurance
  • Disability
  • Long Term Insurance
  • Life Insurance


  • College Funding

With the raising cost of college education today, now's the best time to setup funding for your child's college education.

Don't wait, call us today!

Retirement Accounts

  • Traditional IRA's
  • Roth IRA's
  • Annuities

We help setup or transfer traditional or Roth IRA's, setup funding for college for your kids future, locking in college at today's pricing. Health Insurance, we've got you covered, from individual or group health insurance to dental, disability or long term care insurance we are glad to help you. Call Now Don't Wait!


Big changes are coming to MarketplaceSM (Obamacare) plans in Florida on January 1st, 2018.


Plans that meet your unique needs. Build affordable benefits package.


Florida Blue, a leading health solutions company, earned the top ranking among health insurers.

How much is health insurance a month for a single person?

According to data gathered by eHealth, the average health insurance cost for single coverage premiums in 2018 is $440 per month. For family coverage, the cost for premiums in 2018 is $1,168 per month.

How do I find a health insurance plan?

There is no charge for you to call us. We will be glad to help you find the right plan that fits your budget and your needs.

Can you get health insurance if you retire at 62?

If you retire at 62 you'll need to make sure you can afford adequate health insurance coverage until age 65 when your Medicare benefits begin. With the Affordable Care Act, you are guaranteed to get coverage even if you have pre-existing conditions, and you can't be charged more than someone who is healthier.

Why do I need health insurance?

Whether you're relatively healthy or chronically ill, health insurance can provide the financial protection you need for both routine and unexpected healthcare needs. ... Health insurance can help protect you from high medical costs, whether expected or not, through co payments and coinsurance.

Cutlip Financial Group Insurance in Hernando counties we serve are: Bayport, Brookridge, Brooksville, Garden Grove, Hernando Beach, High Point, Hill and Dale, Istachatta, Lake Lindsey, Masaryktown, Nobleton, North Brooksville, North Weeki Wachee CDP, Pine Island, Ridge Manor, South Brooksville, Spring Hill, Spring Lake, Timber Pines, Weeki Wachee, Weeki Wachee Gardens, Wiscon plus many more!

Cutlip Financial Group Insurance in Pasco counties we serve are: Dade City, New Port Richey, Port Richey, St. Leo, San Antonio, Zephyrhills, Bayonet Point, Beacon Square, Crystal Springs, Dade City North, Elfers, Holiday, Hudson, Jasmine Estates, Lacoochee, Land O'Lakes, New Port Richey East, Odessa, Shady Hills, Trinity, Wesley Chapel, Zephyrhills North, Zephyrhills South, Zephyrhills West, Aripeka, Connerton, Heritage Pines, Key Vista, Meadow Oaks, Moon Lake, Pasadena Hills, Quail Ridge, River Ridge, Trilby plus many more!