Retirement Answer Man

Retirement Answer Man

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Retirement planning talk with actionable steps on saving, investing, and navigating retirement risks.

Listener Questions: How Do I Create a Diversified Portfolio?
PodcastApr 22, 202648 min

Listener Questions: How Do I Create a Diversified Portfolio?

In this episode, retirement planner Roger Whitney breaks down how to build a diversified portfolio for retirees, starting with the fundamentals of diversification and asset allocation. He explains that diversification removes unsystematic risk while leaving only market risk, and that...

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Listener Questions: Should I Take Social Security Early and Invest It?
PodcastApr 8, 202641 min

Listener Questions: Should I Take Social Security Early and Invest It?

In this episode, host Roger Whitney shares two "Rocking Retirement in the Wild" stories—one about a retiree who finds joy in doing nothing and another about a Navy veteran fulfilling a lifelong dream of flying the longest nonstop flight. The...

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Why Even the Best Retirement Calculator Is Wrong
PodcastMar 25, 202659 min

Why Even the Best Retirement Calculator Is Wrong

In this episode, Roger Whitney critiques the overreliance on retirement‑planning software—especially Monte Carlo engines like Bolden, Money Guide Elite, and eMoney—explaining that they only measure the probability of a portfolio not hitting zero, not the quality of life in retirement....

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Healthcare Before Medicare: Retiree Feedback
PodcastMar 11, 202650 min

Healthcare Before Medicare: Retiree Feedback

In this episode, host Roger Whitney shares real‑world retiree feedback on navigating health‑care before Medicare, highlighting strategies such as timing the COBRA‑to‑ACA transition to preserve deductibles, leveraging part‑time city jobs or student enrollment for affordable coverage, and uncovering employer‑sponsored extensions...

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Healthcare Before Medicare: Creating Your Own Action Plan
PodcastFeb 25, 20260 min

Healthcare Before Medicare: Creating Your Own Action Plan

Roger Whitney concludes his four-part series on pre‑Medicare health care by introducing the OODA Loop—observe, orient, decide, act—as a practical decision framework. He walks listeners through building a five‑year cash‑flow plan, estimating MAGI, and assessing ACA subsidy eligibility alongside COBRA...

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Healthcare Before Medicare: How to Lower Your Costs
PodcastFeb 18, 202652 min

Healthcare Before Medicare: How to Lower Your Costs

In this third episode of his four‑part series, Roger Whitney guides listeners through practical ways to lower health‑care costs before Medicare, from daily health habits to smart insurance shopping. He demystifies the ACA premium subsidy system now that the expanded...

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Healthcare Before Medicare: Your Options
PodcastFeb 11, 202644 min

Healthcare Before Medicare: Your Options

In this episode of The Retirement Answer Man, Roger Whitney walks listeners through the three primary health‑care options available before Medicare eligibility: COBRA continuation coverage, ACA marketplace plans, and part‑time employer group insurance, while also noting other alternatives like private...

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