Year-End Planning: Estimated Tax Payments

As the year comes to a close, Roger Whitney reflects on the power of words, walks through an important year-end tax planning reminder for retirees, shares listener stories and perspectives, and invites listeners to choose a guiding word for 2026 as a way to approach retirement with greater intention and clarity.

OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN

• (00:00) This show is dedicated to helping you not just survive retirement, but have the confidence and clarity to lean in and rock it.
• (00:45) Roger reflects on slowing down, reclaiming meaning in familiar words, and recommitting to clearing the battlefield as we head into a new year.

RETIREMENT TOOLKIT

• (03:22) Roger explains why estimated quarterly tax payments matter in retirement and how they can help prevent unwelcome tax surprises.
• (05:44) He outlines safe harbor rules and practical best practices for withholding taxes from Social Security, IRA distributions, and pensions.

RETIREMENT LIFE LAB

• (13:33) Roger shares listener responses about corporate words and phrases people are eager to retire when they leave the workforce.

ROCKING RETIREMENT IN THE WILD

• (19:33) Mick and Patty share reflections on fitness, travel, and meaning in retirement, including experiences shaped by history and family.

FOCUSING FORWARD: A WORD FOR 2026

• (21:10) Roger discusses the practice of choosing a single word to define the coming year and reads listener-submitted words for 2026.
• (28:40) Roger reveals his own word for 2026.

SMART SPRINT

• (34:07) Roger encourages listeners to reflect on the season they are entering and consider choosing a word to help guide decisions in 2026.

CLOSING THOUGHTS

• (34:55) Roger responds to listener feedback on charitable giving and enjoying retirement, emphasizing balance, generosity, and intentional living as the year ends.

REFERENCES

• Submit a Question for Roger
• Sign up for The Noodle
• The Retirement Answer Man
• Financial Calculators from Dinkytown.net