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Welcome to the WINDERMERE blog

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Market participants received an update on inflation this week as the April 2026 reports were issued on both the consumer and wholesale pricing. Both reports showed signs of lingering inflationary pressures – potentially putting the US Federal Reserve – and the US consumer – in a sticky situation. Consumer Inflation On Tuesday, the Consumer Price […]

Sticky Situation

May 13, 2026

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There are countless rules and regulations to keep track of in the world of investing. One of those items are the various account types and the associated rules and technicalities for each. By the time you reach a certain age and/or level of savings, you are very likely to have several unique accounts which might […]

Client Question: Accessing IRAs

May 13, 2026

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I received two questions about health savings accounts (here’s a prior post on the account basics) These are powerful accounts – both for near-term health spending or as an added tax advantaged savings account – so let’s look at the questions that arose. Eligible Expenses If you are able, it is a wise move to […]

Client Question: Health Savings Accounts

May 7, 2026

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If you’re wondering how markets are hitting all time highs (with an ever-increasing list of headwinds – ongoing conflict in the Middle East, high oil prices, inflationary pressures from said oil prices, and decreasing odds of rate cuts to name a few), you are not alone. What’s driving this remarkable rise? Always remember – equity […]

Earnings in the Driver’s Seat

May 6, 2026

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April’s US Federal Reserve rate decision and subsequent press conference were rather interesting – for reasons that had nothing to do with interest rates. Rate Decision As had been widely anticipated, in the face of a wobbling job market and renewed inflation fears due to the Middle East conflict, the Fed kept rates steady at […]

Curtain Call (Sort of) and a Warning

April 30, 2026

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A client took the quiz in last week’s newsletter (related to retirement savings accounts) and had a question regarding one of the answers. The question was an “all of the above” answers are true related to Roth vs traditional IRA accounts. Here was the statement he was questioning “Workers who want to contribute the maximum […]

Client Question: “To Roth or Not to Roth, That is the Question”

April 30, 2026

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After months (years?) of President Trump voicing his desires for a new Chairman of the Federal Reserve to take over for Jerome Powell, he’s about to get his wish. Fed Chair nominee Kevin Warsh attended Senate Confirmation hearings this week in Washington. Warsh spoke of many planned changes in terms of the Central Bank’s recent […]

Mr. Warsh Goes to Washington

April 23, 2026

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If you actively managed your own investment portfolio (or a portion of it), odds are you’ve wrestled with this question at some point. I talked with a few clients this week about sell decisions (with various characteristics) and wanted to cover some of the highlights here Evaluate Reason to Sell Before taking any action, first […]

Client Question: When to Sell/Trim

April 23, 2026

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Whenever a client approaches a distribution phase (when they will being to draw from investments versus adding to investments), I always start with the simplest goal first (and we can build from there). What do you wish to spend each year to live the life you want to live? This determines the needed withdrawal rate […]

Client Question: Spending Levels

April 16, 2026

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If you stopped checking your investment portfolio in March (after seemingly constant down days), it’s safe to log back in and take a look. Just today, major US equity indexes hit new all-time highs intraday, erasing the losses experienced just weeks ago. Equity investors seem comfortable looking past the ongoing/yet to be resolved conflict in […]

Stocks Rejoice, Bonds Hesitate

April 16, 2026

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