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276: Why Tax Planning Beats Tax Prep: How to Take a Tax-Forward Approach to Your Money episode artwork

EPISODE · Mar 18, 2025 · 18 MIN

276: Why Tax Planning Beats Tax Prep: How to Take a Tax-Forward Approach to Your Money

from Love, your Money - Wealth, Money, and Financial Advisor for Women · host Hilary Hendershott & Jen Rupp

Many people wait until tax season to think about their taxes, only to feel overwhelmed and unprepared. But the truth is, tax season isn’t really a “season” at all! Tax planning is an ongoing process that plays a crucial role in your financial success, and should be a consideration all year long. Because when approached strategically, proactive tax planning and preparation can help you keep more of your hard-earned money. In this episode, Jen Rupp (our Director of Financial Planning/Senior Financial Advisor) and Alyssa Hause (one of our Lead Financial Advisors) take the mic to talk about the value of proactive tax planning–and how you can take some of the stress out of tax prep. They break down the difference between tax planning and tax preparation, explain why looking ahead instead of reacting can make a huge impact on your financial future, and walk you through examples of how working with financial professionals who understand tax strategies can help you minimize what you owe–and maximize your long-term wealth. Even though we’re still in the first quarter of the year, now is the perfect time to start thinking about your 2025 taxes–and how small changes in your income, investments, and overall financial decisions can lead to significant tax savings down the road. So whether you’re preparing for this year’s tax deadline or looking to set yourself up for long-term success, we hope this conversation helps you take control of your tax strategy and ensure your money is working for you in the most tax-efficient way possible. 💪 Here’s what you’ll learn in this week’s episode of Love, your Money®: 02:54 Why taxes aren’t the once-per-year headache you might be treating them as 03:51 The key difference between tax planning and tax preparation, plus examples of what tax-forward planning looks like 06:31 How to reduce the stress of tax season by preparing early, and a checklist of documents you need to file 07:57 How Jen and Alyssa approach their own tax planning and preparation, and why they’re particular about accurately assessing withholdings 11:08 Working with a tax-savvy advisor, the best way to avoid filing amendments, and why we take a proactive approach to communication 13:51 Advanced tax strategies you should know–beyond tax loss harvesting and 401(k) contributions–to increase your savings and wealth accumulation Show Notes To get access to the full show notes, including all the resources mentioned, visit: https://hendershottwealth.com/podcast/why-tax-planning-beats-tax-prep Follow Hilary on: LinkedIn Instagram YouTube Hendershott Wealth Management, LLC and Love, your Money do not make specific investment recommendations on Love, your Money or in any public media. Any specific mentions of funds or investments are strictly for illustrative purposes only and should not be taken as investment advice or acted upon by individual investors. The opinions expressed in this episode are those of Hilary Hendershott, CFP®, MBA.

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Many people wait until tax season to think about their taxes, only to feel overwhelmed and unprepared. But the truth is, tax season isn’t really a “season” at all! Tax planning is an ongoing process that plays a crucial role in your financial success, and should be a consideration all year long. Because when approached strategically, proactive tax planning and preparation can help you keep more of your hard-earned money. In this episode, Jen Rupp (our Director of Financial Planning/Seni...

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276: Why Tax Planning Beats Tax Prep: How to Take a Tax-Forward Approach to Your Money

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This episode was published on March 18, 2025.

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