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Welcome to the WINDERMERE blog

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As we approach the end of 2025, I had a good discussion with clients about returns and various ways to evaluate them. I thought it would be a helpful discussion to share This picture is the perfect one to summarize the concept of market returns and how to evaluate returns. As the famous saying goes […]

Client Question: Returns

December 16, 2025

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The years sure do fly by! 2025 was no exception. A lot happened this year in the investing world (tariff tantrum, AI trade, AI bubble panic, ongoing Fed drama, and many more events). All told, it was a great year to be an investor, with most major indexes exceeding their long-term return expectations by meaningful […]

2025 Comes to an End

December 16, 2025

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The Federal Reserve was back in focus this week as the US central bank announced its December rate decision. This rate move has been a topic of much debate in markets ever since the last cut was announced. Markets were anticipating a cut, with 88% odds of such a move in advance of the meeting. […]

A Christmas Cut

December 10, 2025

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A major business transaction has been in the news the past week – namely the proposed acquisition of Warner Brothers Discovery by Netflix. This transaction has quickly turned into a real-life movie with plenty of drama and suspense in the days since it was announced (spoiler alert – this is likely to continue for months […]

Client Question: Warner Brothers Deal

December 10, 2025

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If you’ve been dismayed and concerned by the blurring of the line between investing and gambling in financial markets, this post is for you. During 2025, there has been a sharp uptrend in the popularity and use of prediction markets. Prediction markets (run by companies such as Kalshi and Polymarket) are exchanges where people can […]

A Dangerous Trend

December 2, 2025

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Welcome to December! The last month of the year always feels a bit overwhelming doesn’t it? The combination of a sharp turn in the weather, holiday to-do’s, and the looming change of the calendar does something to our nervous systems! One way I help soothe my overwhelm is to make lists (there are quite a […]

Client Question – Year End Tasks

December 2, 2025

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April wasn’t all that long ago but fortunately for us, we as humans tend to have very short memories. As a result, many of us have already forgotten the extreme market volatility we experienced just over six months ago. The recovery from that swoon has been remarkably quick (matter of months) and remarkably strong (S&P […]

Navigating Choppy Waters

November 20, 2025

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It’s never too early to formulate your savings plan for 2026 so I was happy to talk with clients this week about the recently announced retirement contribution limits for next year. Let’s look at the updated limits and a some new rules (from the Secure Act 2.0) that will take finally take effect in 2026. […]

Client Question: 2026 Retirement Contributions

November 19, 2025

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Several years ago, when I was leasing my first car, a good friend (who had considerable knowledge of the car industry) gave me considerable advice to help me negotiate with the dealership. His first piece of advice – “they will try to sell you on payment. That is just math. What you care about is […]

Client Question: 50 Year Mortgage

November 12, 2025

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After another year of strong performance for US markets, there is increasing chatter regarding what will lead to its demise. This is just how markets work – the more they go up, the more participants look for reasons they will soon go down. One common refrain from bears (ie: those betting the market will decline) […]

Market Mix

November 12, 2025

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