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Welcome to the WINDERMERE blog

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In reviewing a portfolio with clients this week, we were discussing a particular holding that was under water (valued at less than they paid for it). We had a good discussion about how to approach positions in an unrealized loss status and I thought it would be worth sharing Investing in public markets is a […]

Client Question: Under water positions

May 4, 2023

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Every once in a while, I have a topic come up in multiple client conversations in a given week – and this week that happened with life insurance. I’m taking that as a sign that it’s a good time to cover a few considerations with this topic! Please note that I’m not going to address […]

Client Question: Life Insurance

April 27, 2023

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I was talking with a client this week about this “in between” time – the time after the mad dash of first quarter to-do’s (like tax prep and payment) and the easy-going summer months (when, let’s admit it, few of us want to focus on financial tasks!) She asked what she should be getting in […]

Client Question: Financial House Spring Cleaning

April 20, 2023

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If you are a procrastinator when it comes filing your income tax return, rest assured you are not alone. The IRS reported that it had received 90 million tax returns as of March 30th (of an estimated 168 million) so clearly, a lot of returns will be coming in under the wire! I’ve heard from […]

Client Question: Tax Deadlines

April 12, 2023

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We’re in the homestretch of the 2022 tax season and as a result, I’ve been fielding questions about IRA and Roth IRA funding. I recently helped a few clients contribute to Roth IRAs (despite being over the income limit) and thought it may be a useful item to touch on this week Wait, what’s a […]

Client Question: Roth IRA Funding

March 30, 2023

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There have been quite a few new terms floating around these days, given all the events concerning the banking industry. One of those terms is “cash sorting.” A client recently reached out to clarify what this terms means – and whether it was an activity they should undertake. Let’s take a closer look Why is […]

Client Question: Cash Sorting

March 22, 2023

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Given the events of the past week, it’s natural that people are reevaluating their own cash management strategies. Chief among the questions I heard from clients this week is whether their money is “safe” at the bank. Let’s review the basis of bank deposits and the potential guarantees of those funds. What happens to money […]

Client Question: FDIC Insurance

March 16, 2023

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I worked with two clients this week that had a set amount of cash to deploy to longer-term savings & investment accounts. Their question – what accounts should I allocate this to – and how much in each? It can be definitely be challenging to figure out your savings strategy and like most things in […]

Client Question: Allocating savings

March 10, 2023

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Tis the season – time to get everything together for your 2022 tax return! Whether you prepare your own taxes or work with a tax advisor, the hardest part for many can be the gathering of the information and records. I’ve been helping a few clients make strides in this area in recent weeks. I […]

Client Question: Tax preparation

February 23, 2023

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A client reached out this week to discuss ways she could best help a family member financially. She was curious what the implications were if she gifted the funds versus setting up a loan. I thought it was a great topic to share more broadly, so let’s dive in. Start with your intentions Before you […]

Client Question: How to Help a Family Member Financially

February 16, 2023

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