Orlando, Central Florida & Nationwide by Video

Financial Services in Orlando, Florida

Roger Fishel Financial brings every part of your financial life under one roof: retirement income, taxes, Social Security, Medicare, insurance and legacy planning. Explore our financial services below, then start with a free, no-pressure conversation.

✓  Planning, insurance and legacy services in one place

✓  Coordinated with your CPA and estate attorney

✓  In person in Orlando or virtually anywhere in the U.S.

Get the Free Retirement Income Guide

Free PDF, no cost or obligation. Ready to talk instead? Book a free 15-minute Retirement Clarity Session or call (407) 974-7100.

Roger Fishel, Retirement Planner, standing confidently in a navy suit with arms crossed, smiling in a professional studio environment.
Older couple meeting with a CPA, looking relaxed and confident while discussing taxes.

Guidance You Can Trust

One Firm Coordinating Every Piece of Your Financial Life


Most people collect financial services one at a time: an insurance policy here, a retirement account there, a will drafted years ago and a tax return filed every April. Each piece may be fine on its own, but nobody is making sure they work together.

At Roger Fishel Financial, we act as the coordinator. Every service we offer fits into one plan, built around your goals and reviewed as your life changes. We work alongside your CPA and estate attorney so your whole team is on the same page, whether we meet in person in Orlando or by video.

Every service follows our P³ Process: Plan today, Protect tomorrow and Prosper for life.

See How Our P³ Process Works →

Stage 1 | Plan

Planning Services


Build one coordinated strategy for your income, taxes and benefits so every decision supports the next.

Retirement Planning

Find out whether your savings will last and turn them into a reliable monthly paycheck for the rest of your life.

Explore retirement planning in Orlando →

Financial Planning

Goal-based planning for every stage of life, from career growth and raising a family to selling a business.

Explore financial planning →

Tax-Efficient Strategies

Roth conversions, withdrawal order and RMD planning to help you keep more of what you have saved.

Explore tax-efficient strategies →

Social Security Optimization

Choose the right claiming age and spousal strategy to get the most from a benefit you usually only claim once.

Explore Social Security optimization →

Healthcare Planning

Plan for health costs before and after 65, including bridging coverage until Medicare begins.

Explore Florida healthcare planning →

Pension and 401(k) Decisions

Weigh a pension lump sum against monthly payments and decide what to do with a workplace plan at retirement.

Read: Pension Lump Sum vs. Monthly Payments →

Stage 2 | Protect

Protection and Insurance Services


Defend your income, your health and your family from the risks that can undo years of saving. Need coverage only? We can help with that too.

Insurance and Risk Management

A full review of the risks you face and the coverage you have, so one unexpected event cannot derail your plan.

Explore insurance planning →

Medicare Insurance

Compare Medicare Supplement, Advantage and Part D options and enroll with confidence at 65 or during open enrollment.

Explore Medicare insurance →

Life Insurance

Protect a spouse, cover final expenses or create a tax-efficient legacy with coverage that fits your stage of life.

Explore life insurance →

Annuities

Guaranteed income options used as a tool, not a sale, to cover essential expenses and reduce market risk.

Explore annuities →

Disability Income Insurance

Replace part of your paycheck if illness or injury keeps you from working in the years before retirement.

Explore disability income insurance →

Long-Term Care Planning

Plan for the cost of extended care so your savings and your family are protected if care is ever needed.

Read: Long-Term Care Planning in Central Florida →

Stage 3 | Prosper

Growth and Legacy Services


Keep your plan working as life changes, grow what you have built and pass it on the way you intend.

Estate and Legacy Planning

Beneficiary reviews, trust coordination and tax-smart transfer strategies, working hand in hand with your estate attorney.

Explore estate planning →

Ongoing Reviews and Adjustments

At least one review a year, plus a check-in any time life changes, so your income, taxes and investments stay on track.

See our planning process →

Education and Resources

Articles, videos and guides on the retirement questions Florida families ask most, free to read and share.

Visit Prosperous Living →

Who We Serve

Financial Guidance for Every Stage Around Retirement


Our clients are individuals and couples approaching or living in retirement, especially those living in or relocating to Florida.

Pre-Retirees, 5 to 10 Years Out

Planning early creates more flexibility, better tax options and stronger income later.

Read: How to Retire Early in Florida →

New and Recent Retirees

Turning savings into income, choosing Medicare and timing Social Security in the first critical years.

Read: 50 Retirement Questions Orlando Retirees Ask →

Couples and Surviving Spouses

Decisions affect spouses differently, so we plan for both of you, including life after one spouse passes.

Read: 10 Social Security Mistakes to Avoid →

New Florida Residents and Snowbirds

Residency and domicile rules, multi-state taxes and making the most of Florida's lack of a state income tax.

Read: Establishing Florida Domicile →

Higher Earners and Business Owners

Advanced retirement savings strategies, tax planning and protection for the income you depend on.

Read: Mega Backdoor Roth for Orlando High Earners →

Families Planning a Legacy

Passing on wealth efficiently and making sure the right people and causes receive it.

Read: Roth Conversions Complete 2026 Guide →

Why Choose Us

Why Orlando Families Choose Roger Fishel Financial


Financial decisions do not have to be overwhelming. You get a partner who listens, explains and makes sure your money works for the life you have built.

One Coordinated Plan

Income, taxes, insurance and legacy in a single strategy, coordinated with your CPA and attorney.

Independent Insurance Options

As an independent broker, we compare carriers to find coverage that fits your plan, not a single company's products.

Education First

Plain-English explanations, free articles and videos, and no pressure. You make every decision.

Local and Virtual

Meet in person in the Orlando area or by video from anywhere in the United States.

Roger Fishel, financial advisor, speaking confidently to retirees at an educational dinner event about retirement and financial planning.

Serving Central Florida

Local Financial Services Across Greater Orlando


Roger Fishel Financial is based in Orlando and meets with clients throughout Central Florida, including:

✓  Orange County: Orlando, Winter Park, Windermere, Winter Garden and Ocoee

✓  Seminole County: Lake Mary, Sanford, Oviedo, Longwood and Altamonte Springs

✓  Osceola County: Kissimmee, Celebration and St. Cloud

✓  Lake County: Clermont, Mount Dora and surrounding communities

✓  Nationwide: virtual meetings with clients in any state

We also host educational retirement events across the Orlando area, where you can ask questions and meet us in person before scheduling a one-on-one conversation.

Roger Fishel, Orlando retirement planner and insurance advisor, pointing upward in navy suit on light background

Frequently Asked Questions

Financial Services FAQs


Quick answers about working with us. Each links to the page with the full details.

What financial services do you offer in Orlando?

We help with retirement income, financial planning, tax-efficient strategies, Social Security, healthcare and Medicare, insurance and annuities, and estate and legacy planning. Everything is coordinated into one plan through our P³ Process.

What types of insurance can you help with?

Life, Medicare Supplement and Advantage, long-term care, disability income, critical illness, accident and health coverage before 65, plus annuities for guaranteed income. See our insurance and risk management page for details.

Can I use just one service, like an insurance quote?

Yes. Many clients start with a single need, such as Medicare or life insurance. We keep the focus on what you asked for and never pressure you into a full plan.

Do you help with taxes near retirement?

Yes. We plan around Roth conversions, required minimum distributions, Social Security taxation and Medicare IRMAA thresholds, working alongside your CPA. Learn more on our tax-efficient strategies page.

Do you work with people who split time between Florida and another state?

Yes. We help snowbirds and new residents plan around residency, domicile and state tax exposure, and coordinate with CPAs in both states. We do not prepare tax returns.

Do you work with people who are not retired yet?

Absolutely. Many clients are five to ten years from retirement. Starting early creates more flexibility, better tax options and stronger income outcomes.

Are all of your services listed on this page?

Not every situation fits neatly into a category. If you have a financial question, reach out. If it is outside our scope, we will point you to a trusted professional so you are not navigating it alone.

How do I get started, and is there a cost?

Start with a free Retirement Clarity Session, an educational conversation about where you stand and what matters most. There is no obligation, and any costs for ongoing services are explained clearly before you decide.

Free Retirement Clarity Session

Plan. Protect. Prosper.

Ready to Bring Your Financial Life Together?

Schedule a free Retirement Clarity Session and see how our financial services fit together for you. Meet in person in Orlando or virtually from anywhere in the U.S.

Free Retirement Clarity Session

Not ready to talk yet? Get the free Retirement Income Guide call (407) 974-7100 or send us a message.

Cover of the free guide 7 Retirement Tax Mistakes That Could Cost You Thousands by Roger Fishel

Free Retirement Clarity Guide

7 Retirement Tax Mistakes That Could Cost You Thousands

Learn the avoidable errors that quietly shrink retirement income, and what to do about each one while you still have time.

✓  RMD, Roth and Social Security tax traps

✓  Simple fixes you can act on this year

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