Prosperous Living™

Welcome to Prosperous Living — where we share insights, strategies, and real stories designed to help you plan smarter, protect what matters, and prosper in every stage of life.

Laid Off Near Retirement in Orlando or Central Florida? A 10-Step Survival Guide for Floridians Over 50.

March 11, 2026

If you have recently been laid off and are over the age of 50, you may be feeling a mix of shock, anxiety, and uncertainty

Annuities Explained: What Every 50- to 65-Year-Old Needs to Know Before Retirement

March 10, 2026

If you are within 10 to 15 years of retirement and worried about running out of money, you have probably heard the word “annuity.” Maybe

Roger Fishel Financial graphic promoting annuities in Florida retirement planning with advisor portrait and Florida beach sunset

Annuities in Florida Retirement Planning: When They Make Sense (And When They Don’t)

March 3, 2026

If you’re approaching retirement in Florida or you’ve already made the Sunshine State your permanent home you’ve likely heard someone mention annuities. Maybe it was

Roger Fishel sitting in a chair in Orlando, Florida, preparing to record a video explaining the difference between Medicare Parts A, B, C, and D to help retirees avoid overpaying.

Medicare Explained: Why Your Orlando Retirement Strategy Needs a Healthcare Structure

February 25, 2026

Retiring in Orlando is a dream for many. The sunny weather, the proximity to world-class entertainment, and the vibrant communities make it an ideal place

Roger Fishel Financial blog cover featuring Required Minimum Distributions complete guide for Orlando retirees with advisor portrait and RMD notebook graphic.

Required Minimum Distributions: A Complete Guide for Orlando Retirees

February 19, 2026

If you have spent decades diligently saving in a 401(k), traditional IRA, or similar tax deferred retirement account, you have already done something most Americans

The Orlando Guide to What Age to Collect Social Security.

February 17, 2026

https://rogerfishel.com/wp-content/uploads/2026/02/753e048f86484a1cbe3c73bedd5d31ff.mov Deciding when to click that “apply” button on the Social Security website is perhaps the most significant financial decision a retiree will ever make.

The Orlando Guide to What Age to Collect Social Security.

February 17, 2026

Image collage featuring a well‑dressed businessman on a balcony, U.S. currency and a Social Security card, and text promoting “5 social security benefit changes in 2026.

5 Big Social Security Benefit Changes in 2026

October 29, 2025