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Welcome to the WINDERMERE blog

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Some problems are definitely better than others. A recent client question about possible ways to circumvent a material gain in a taxable account is certainly a nice problem to have – but one that still deserves some discussion. Investment Taxation Basics Let’s start with an overview of taxation of investments. If you are buying and […]

Client Question: Managing Investment Gains

August 18, 2022

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If you are at or nearing Medicare age, you are well aware of its underlying complexities. We frequently work with clients as they navigate this program – but always recommend the inclusion of a Medicare insurance advisor/broker as well, given the intricacies and considerable nuances. One such nuance that a client just ran across this […]

Client Question: Medicare Income Related Monthly Adjustment Amounts (IRMAA)

August 11, 2022

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July 2022’s CPI print brought some relief, showing a 0% increase since June. A big reason of that change was the decline in gas prices month over month. The data published on August 11th, 2022 by AAA helped to reiterate this development. As shown in the graphic below, the national average per gallon of regular […]

Less Pain at the Pump

August 11, 2022

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Inflation impacts all of us – especially those on a fixed income. A client recently asked me if social security benefits would see a meaningful increase in the near future. Great question! Ever since 1975, social security benefits have been increase annually via Cost of Living Adjustments (or COLAs). Here is a chart of COLAs […]

Client Question: Social Security Inflation Adjustment

July 21, 2022

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There is no shortage of acronyms when it comes to finances. One you may be hearing in the news lately is RMD, or Required Minimum Distribution. A client recently asked me to explain this concept in more detail. So, let’s take a look at what an RMD is, how it may apply to you (now […]

Client Question: RMD’s

July 7, 2022

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There is a wonderful philanthropic underpinning to America. The Annual Report on Philanthropy for the Year 2021 reports that individuals, bequests, foundations and corporations gave an estimated $484.85 billion to U.S. charities in 2021. An increasingly popular vehicle for charitable giving is a Donor Advised Fund and it is an idea we often bring to […]

Client Question: Tell me more about donor advised funds

June 30, 2022

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Let’s talk about budgeting! I started working with a young couple and we are working together to put a savings approach in place – determining how much of their net earnings each month can/should be allocated to the various savings/investment buckets (cash reserves, IRAs, employer plans, after-tax investments, education funds, etc). The place to start […]

Client Question: How do I set (and track) my budget?

June 24, 2022

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Class is in session! Twice this week, I had discussions with clients about what information should be shared with their young adult/teenage children and grandchildren as it relates to finances and investing. I always enjoy these discussions. It’s a honor to speak with young adults and add some much needed context to a topic that […]

Client Question: Young Adults & Investing

June 16, 2022

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With the 2nd quarter estimated tax payment deadline approaching, let’s talk about everyone’s favorite topic – Taxes! As you well know, taxes are owed on the income you earn. What you may not know is that there are also rules requiring that tax payments are made as you earn and receive income during the year. […]

Estimated Tax Payments

June 10, 2022

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As discussed in a recent article, Windermere (in its role as registered investment advisor) has chosen to use Charles Schwab & Co., Inc. (“Schwab”) as the primary custodian for its clients. A client recently asked me to clarify what the term custodian means – and how they should think about that important role versus the […]

Client Question: Role of a Custodian

June 2, 2022

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