Video Blog | Orlando Retirement Coach Roger Fishel

Retirement Planning Videos

Short, plain-English videos for retirees and pre-retirees. Each one answers a real question about Social Security, retirement income, taxes and Medicare, so you can make confident decisions at your own pace.

✓  Quick videos you can watch in minutes

✓  Real questions from Orlando and Florida retirees

✓  New videos added regularly

Video Series

Social Security Mistakes: Short Videos


Quick lessons on the Social Security and retirement income mistakes we see retirees make most, and how to avoid them.

The Retirement Income Gap Most People Never See Coming

The Most Expensive Social Security Mistake Most Retirees Make

Working While Collecting Benefits: What to Know Before Claiming

Latest Videos

Watch Our Newest Retirement Videos


Each video post includes the full video plus key takeaways. The newest videos always appear first.

What You Will Learn

Topics Covered in Our Retirement Videos


Every video answers a real question we hear from clients in Orlando and across Central Florida.

Social Security Timing

When to claim, how your claiming age changes your monthly check and how couples can coordinate spousal and survivor benefits.

Social Security optimization →

Making Your Savings Last

Why strong returns alone are not enough, how the order of returns affects retirees and how to build income that holds up in down markets.

Retirement planning services →

Medicare and Health Care

How Medicare fits into your overall retirement plan and what to know before you enroll or switch plans.

Medicare insurance guidance →

Taxes and Your 401(k)

How withdrawals from 401(k)s and IRAs are taxed and practical ways to keep more of your money in retirement.

Retirement tax strategies →

Women's Retirement Insights

Planning for a longer retirement, career gaps, spousal and survivor Social Security benefits, and building confidence after divorce or the loss of a spouse.

Read: The Widow's Tax Trap →

Coordinating Your Financial Team

Why your CPA, attorney and advisor need to work together, and the costly gaps that appear when nobody is coordinating the plan.

See our P³ Process →

Prefer to Read?

Go Deeper With Our Written Guides


Pair what you watch with an in-depth guide from Prosperous Living, our Florida retirement blog.

Roger Fishel Financial blog graphic about calculating Social Security benefits in Orlando, featuring financial advisor Roger Fishel, Social Security cards, retirement planning information, and a guide to understanding Social Security retirement benefits in Central Florida.

Social Security

How to Calculate Your Social Security Benefit

Read the guide →
Roger Fishel Financial blog graphic explaining why retirees don’t run out of money due to spending but because of hidden retirement risks like market timing and taxes

Retirement Income

Why Retirees Run Out of Money

Read the guide →
Financial advisor in Florida standing in front of retirement themed imagery illustrating the hidden tax risks inside most 401k retirement plans

Taxes

The Silent Tax Bomb Hidden Inside Most 401(k)s

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

Frequently Asked Questions

Video Blog FAQs


Who makes these retirement videos?

Every video is created by Roger Fishel, an Orlando retirement coach and financial advisor, and answers questions real clients ask. Learn more about Roger.

How often do you post new videos?

New videos are added regularly, and the newest always appear first on this page. Subscribe on YouTube to see them as soon as they are released.

Are the videos financial advice?

No. The videos are for education only and do not consider your personal situation. For guidance tailored to you, book a free Clarity Session.

Do you also have written articles?

Yes. Prosperous Living has 50+ in-depth articles on retirement income, taxes, Social Security, Medicare and estate planning.

Can I ask a question for a future video?

Yes, we would love to hear from you. Send us your question and we may answer it in an upcoming video.

Plan. Protect. Prosper.

Have a Question the Videos Did Not Answer?

Get answers for your own situation in a free Retirement Clarity Session, in person in Orlando or virtually from anywhere in the U.S.

Not ready to talk yet? Get the free Retirement Income Guide call (407) 974-7100 or explore our financial services.

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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