Retirement Planning Insights
Expert perspectives on retirement income, estate planning, tax strategies, and protecting your wealth.
September 29, 2026 • By Jeff Gaudette
Subscriptioned to Death: When Did We Stop Owning Things?
We traded ownership for convenience, endless access for meaningful experiences, and somehow ended up paying more to own less. A look at what we've lost — and what it means for our financial future.
September 22, 2026 • By Jeff Gaudette
As the Seasons Change, Is Your Financial Future Prepared?
Fall is a time for preparation. As the seasons change in New England, it's an ideal opportunity to revisit your retirement income strategy, review your estate plan, and identify year-end tax planning opportunities.
August 31, 2026 • By Jeff Gaudette
The Three-Legged Retirement Stool Lost a Leg. Here’s How Today’s Retirees Can Rebuild It.
How the decline of traditional pensions changed retirement — and how today’s retirees can create pension-like income from retirement savings.
August 23, 2026 • By Jeff Gaudette
You Did Everything Right. So Why Could Your IRA Become a Tax Problem?
Building a substantial IRA is a major accomplishment — but it can also create one of your biggest retirement tax challenges. Learn how RMDs, the widow's penalty, and inherited IRAs can affect how much of your money your family actually keeps.
August 20, 2026 • By Jeff Gaudette
Is Social Security Tax-Free in 2026? What Retirees Need to Know
Recent tax law changes have created confusion about whether Social Security is now tax-free. Learn what actually changed, how the new senior deduction works, and why your overall retirement income strategy matters more than ever.
July 24, 2026 • By Jeff Gaudette
Retirement Isn’t About Building Wealth Anymore—It’s About Protecting Your Paycheck
Building wealth is an incredible accomplishment. Protecting that wealth—and turning it into dependable income—is an entirely different challenge. Learn why the mindset shift from accumulation to income is critical.
July 17, 2026 • By Jeff Gaudette
Will a Will Keep Your Family Out of Probate? (Usually Not.)
Uncover common misconceptions about wills. Find out when a revocable living trust makes sense, and why powers of attorney, healthcare directives, and updated beneficiary designations are crucial to your estate plan.
July 10, 2026 • By Jeff Gaudette
Sequence of Returns Risk: The Retirement Risk Most Investors Have Never Heard Of
Losses early in retirement are vastly different than losses while working. Understand sequence risk and learn strategies to protect your retirement income from early market downturns.
July 3, 2026 • By Jeff Gaudette
The Retirement Tax Trap: Why Your Biggest Tax Bill May Still Be Ahead of You
Tax-deferred doesn't mean tax-free. Discover why RMDs, taxable Social Security, and Medicare IRMAA surcharges make proactive tax planning and Roth conversions essential for your retirement.
June 26, 2026 • By Jeff Gaudette
Are You Asking the Wrong Questions Before Retirement?
Most people focus on investment returns instead of retirement income. Learn why the order of withdrawals, tax strategies, and coordinating healthcare and legacy planning are the true keys to a successful retirement.









