John Strickland Insurance

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Open Enrollment is Happening Now!
October 15 thru December 7, 2019 FL & GA



John Strickland Insurance is a premier insurance company interested in providing custom coverage that is the right fit for you or your business needs. Many companies will try to market a multi-tier or all-inclusive package with all the bells and whistles, regardless of the clients needs, just to make a profit. However, a one-size-fits-all approach is no way to prepare for the future. Every situation is different because each individual has unique needs. For this reason, We believe each client requires personalized care and handling to ensure a custom-fit.

Mission & Vision

  • Honesty, integrity, and loyalty are fundamental values used in earning our clients respect and trust.
  • We are committed to our clients needs by becoming their partner in the process.

Are You Familiar with the 5-p's???






We Help You Take Care Of Your Personal & Business Needs

Insurance can be complicated but we are here to simplify the
process so that you and your business are insured properly.
We can cover all of your Group Health, Life and Key Man Insurance needs.
“We are your local company with Affordable Options for your life insurance & medicare needs.”
Your Life is our Business, saving you Money is our Priority!
Call for your appointment today: 813-927-4531 or see contact us below

About Us Section Image

About Us

Our company is committed to being your trusted advisor. We listen to determine your needs then help you by navigating the multitude of products to find the best coverage or combination of products that fit your unique situation. John Strickland Insurance is a family owned, independent insurance company serving Florida and Georgia since 2009. Our company is small enough to Care, large enough to Deliver.

John Strickland is the founder and managing agent of John Strickland Insurance. He was born and raised in Tampa, Florida. After spending 30 years in the trade industry, as an electrician, and seeing many of his fellow brothers and sisters in the trades struggling to find the right insurance coverage. He discovered a new passion for helping others navigate the complicated world of insurance by providing personalized assistance and personal account management. Earning your trust and ensuring your happiness is his primary focus to forging a life-long relationship. We are dedicated to you and all of your different insurance needs.

Outside of work his passions are spending time with family & friends, community service, the occasional hunting & fishing trips and playing the drums. Follow our band,  The Jukebox Johnnie’s Band, on Facebook, and watch one of our performances here.

Our Services


Our clients are the sole reason for us remaining in this continually changing industry. We know the challenges our clients face here in Florida and Georgia. Our teams knowledge, experience and network of resources will keep each client up-to-date with current and relevant information.

We offer an extensive array of services, all custom-fit and designed to assist our clients in managing retirement needs for maximizing profitability and obtaining their goals.

We represent a wide variety of insurance companies. All companies are A+through A&M Best Ratings.

Services include and are not limited to:

  • Life Insurance
  • Medicare Supplemental Insurance
  • Long Term Care Insurance
  • Prescription Drug Plans
  • Final Expense Insurance
  • Disability Insurance
  • Qualified & Non-Qualified Retirement Planning
  • Annuities – Fixed and Indexed Product
  • Key Person Life Insurance

Call for Quotes: On Dental, Accident, Critical Illness, Cancer, Heart and Stroke Plans.

Our company is a locally operated business. We are only a phone call away. 813-927-4531

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  • “There’s never a more frightening time in my life recently then when I became eligible for Medicare. I was inundated with several calls per day and I didn’t know what to buy or who to buy it from. I have a friend a little older than me that has been very sick with multiple expensive procedures and tests, he highly recommended this insurance company, John Strickland Insurance. John Strickland the person for me to see. John came by with a laptop in a PowerPoint he patiently went through everything with my wife and I. He didn’t put any pressure on us to buy. My friend had been ill gave high marks so we went that direction and so far very glad we did. Since then another friend who sells supplemental insurance seen my insurance card and told me that I had the best there was out there, so I feel good about our decision and it’s worked well so far.”

    Dale McClellan-headshot

    Dale McClellan

  • “Mr. Strickland with John Strickland Insurance came to our home and explained everything to me and my husband. The different types of Life Insurance (I didn’t realize there was several types to choose from). I’m glad we decided to purchase Life Insurance and realized we should have got it years ago. If you are unsure what you need or what type of insurance you need make an appointment with Mr. Strickland you will not be disappointed!”

    Donna & Steve Hapney

  • “John Strickland is “Johnie on the spot.” Whether you are calling for a quote or just to ask a question he is quick to satisfy your needs. You can be confident knowing he will find you the best insurance for your situation and at a very fair price. Put your confidence in a man who cares to fulfill your needs. I never hesitate to recommend John Strickland with John Strickland Insurance to my friends and family both in Florida and Georgia.”

    Jill & Dale Chaves - Georgia

  • “Upon turning 65, we needed to find a Medicare supplement. John came to our home and went over all of the plans available and their costs. We chose Plan F partly because they covered us while out of the country and we liked to travel. We went with United American Insurance Company that John recommended. I had never heard of this company but they had a good rating, so we went with them. I am SO glad that we did. In the five years that we have had this plan we have had numerous health issues. I had spinal surgery, injections, therapy, etc. My husband had several heart catherizations, therapy, etc. We have to go from Tampa to Vanderbilt University in Nashville for his doctors and treatment and yet thru all of this, we have never paid a dime to doctors or hospitals, everything has been covered. We have not received a medical bill in 5 years. The only out of pocket cost is our premiums. No co-pays, no pre-authorizations. John was wonderful to deal with and the insurance company has been great. I would highly recommend both.”

    Rhonda & Gary Tuttle

FAQ Section Image



Everyone knows why life insurance is important, but many of us choose to ignore the reality of what would happen if we were to die suddenly.

The results could be devastating for your surviving family members, leaving them with a large bill for your final expenses, or even worse, loss of the family home because they can no longer cover the mortgage.

A Medicare Supplement Insurance (Medigap) policy helps pay some of the health care costs that Original Medicare doesn’t cover, like:

  • Copayments
  • Coinsurance
  • Deductibles
  • Medigap policies are sold by private companies.

Some Medigap policies also cover services that Original Medicare doesn’t cover, like medical care when you travel outside the U.S.

If you have Original Medicare and you buy a Medigap policy, here’s what happens:

Medicare will pay its share of the Medicare-approved amount for covered health care costs.

Then, your Medigap policy pays its share.
8 things to know about Medigap policies

  • You must have Medicare Part A and Part B.
  • A Medigap policy is different from a Medicare Advantage Plan. Those plans are ways to get Medicare benefits, while a Medigap policy only supplements your Original Medicare benefits.
  • You pay the private insurance company a monthly premium for your Medigap policy. You pay this monthly premium in addition to the monthly Part B premium that you pay to Medicare.
  • A Medigap policy only covers one person. If you and your spouse both want Medigap coverage, you’ll each have to buy separate policies.
  • You can buy a Medigap policy from any insurance company that’s licensed in your state to sell one.
  • Any standardized Medigap policy is guaranteed renewable even if you have health problems. This means the insurance company can’t cancel your Medigap policy as long as you pay the premium.
  • Some Medigap policies sold in the past cover prescription drugs. But, Medigap policies sold after January 1, 2006 aren’t allowed to include prescription drug coverage. If you want prescription drug coverage, you can join a Medicare Prescription Drug Plan (Part D).
  • It’s illegal for anyone to sell you a Medigap policy if you have a Medicare Advantage Plan, unless you’re switching back to Original Medicare.

A Long-Term Care Insurance policy covers a person’s basic daily needs over an extended time.

While health care insurance or Medicare helps pay for immediate medical expenses, say, a surgeon’s bill, long-term-care insurance helps people cope with the cost of chronic illnesses, such as Alzheimer’s disease, or various disabilities

A prescription drug plan (PDP) is a stand-alone plan, covering only prescription drugs.

Enrollees who choose the option of prescription drug coverage through a Medicare Advantage plan would also have coverage for other medical expenses as part of that plan.

Final expense insurance is designed to cover the bills that your loved ones will face after your death.

These costs will include medical bills and funeral expenses.

Final expense insurance is also known as burial insurance.

Final expense life insurance is a type of whole life insurance that offers small coverage amounts to people who may not otherwise qualify for another type of policy like traditional term or whole life.

There are two types of final expense policies:

  1. Simplified-issue life insurance , which requires you to answer a few questions about your health and
  2. Guaranteed-issue life insurance, which guarantees coverage except for all except those who suffer from certain serious medical conditions.

Disability insurance replaces a portion of employee income when they can’t work because of an illness or disability.

For the most part, disability insurance will not replace all of someone’s income.

Instead, disability insurance provides wage replacement benefits that cover, on average, up to 60% of employee earnings.

In simplest terms, a qualified retirement plan is one that meets ERISA guidelines, while a non-qualified plan falls outside of ERISA guidelines.

Qualified plans include 401(k), profit sharing plans, 403(b), and Keogh (HR-10) plans.

Tax treatment is the main difference between qualified and non-qualified retirement plans.

Contributions to a non-qualified plan are not deductible to the employer until the employee takes a withdrawal and is taxed on the income.

Employer contributions to a qualified plan may be deducted immediately.

An annuity is a type of policy issued by an insurance company designed to accept and grow funds, and upon annuitization, create a stream of income or payments.

The money you pay in can be either a lump sum or a number of payments.

These contributions generally earn a rate of return, generally tax-deferred.

Key person insurance is simply life insurance on the key person(s) in your business.

In a small business, this is usually the owner, the founders or perhaps a key employee or two.

These are the team members who are crucial to a business–the ones whose absence would sink the company.

You definitely need to consider key person insurance on those key team members.

Resources Section Image

Helpful Resources

Below are helpful Links to Books that I recommend to help you learn more about your insurance needs. Tap on the image to Find Out More & Buy.

Look Before You Lirp by David McKnight
Insurance Made Easy by Tony Steuer
Long Term Care by Nolo Press
Long Term Care Insurance by Penelope-Tzougros
Get What's Yours For Medicare by Philip Moeller
Social Security Disability by Nolo Press
Social Security Disability by Nolo Press
Insurance: Concepts & Coverage by Marshall Wilson Reavis III
Insurance: Concepts & Coverage by Marshall Wilson Reavis III
Questions and Answers on Life Insurance by Tony Steuer
Questions and Answers on Life Insurance by Tony Steuer
Medicare- 2018-2020 The Complete Comprehensive Guide- Learn Your Insurance Options! by Mario Robertson
Medicare- 2018-2020 The Complete Comprehensive Guide- Learn Your Insurance Options! by Mario Robertson
Medicare For Dummies (For Dummies (Business & Personal Finance)) by Patricia Barry
Medicare For Dummies (For Dummies (Business & Personal Finance)) by Patricia Barry
The Bogleheads' Guide to Retirement Planning by Taylor Larimore
The Bogleheads' Guide to Retirement Planning by Taylor Larimore
How to Make Your Money Last- The Indispensable Retirement Guide by Jane Bryant Quinn
How to Make Your Money Last- The Indispensable Retirement Guide by Jane Bryant Quinn

** When you buy something using the retails links on our site, we may earn a small affiliate commission. Thank you for supporting our work.

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