Episode #1 - October 27, 2024

November 25, 2025

Tax Strategy Q&A October 2025 | Saint Matthew Tax & Business Ministry

Welcome to the Saint Matthew Tax & Business Ministry—a place where stewardship meets practical financial wisdom.
In this seminar, we walk through
13 real-life tax questions submitted by individuals and families preparing for the 2025 tax year. Whether you're a young professional, a parent, a retiree, a business owner, or someone simply trying to make wiser financial decisions, this video will give you clarity, confidence, and actionable next steps.

Use the timestamps below to jump directly to the topics most relevant to you.


⏱️ TIMESTAMPS – FULL QUESTION LIST

3:30 Where do I start with tax planning? What deductions do people overlook?
9:27 Should I itemize or take the standard deduction in 2025?
11:36 How can I get tax benefits from charitable giving if I don’t itemize?
13:50 How should I plan for taxes as I approach retirement?
17:08 How do taxes differ for W-2 employees vs. 1099 contractors working from home?
19:55 What tax strategies help families with many children?
24:46 How can I make rising medical expenses more tax-efficient?
30:17 How do I handle taxes on investment income or when selling property?
37:40 How do estimated tax payments work if I have side income?
42:30 Why do I still get a large refund even after reducing my withholdings?
43:53 How can a doctor and homemaker with rental properties lower their tax burden?
45:35 Can buying a new car provide any tax benefits?
50:01 I’m just starting my career—what’s the smartest way to save, give, and plan?
57:59 – END


📌 What This Video Covers

✔️ 2025 standard deduction changes
✔️ Charitable giving strategies (DAFs, QCDs, appreciated assets)
✔️ Retirement tax planning & Roth conversions
✔️ W-2 vs. 1099 remote work tax rules
✔️ Credits for large families
✔️ Medical tax strategies (HSA, FSA, itemizing)
✔️ Capital gains, rentals, depreciation recapture, 1031 exchanges
✔️ Estimated tax rules & safe harbor
✔️ Withholding guidance
✔️ Rental property tax optimization
✔️ Vehicle deductions & business mileage
✔️ Wise financial foundations for young professionals


✝️ About Saint Matthew Tax & Business Ministry

Our mission is simple: equip believers and families with sound tax knowledge, business wisdom, and God-honoring financial decision-making.
We believe clarity is a form of generosity—and understanding your finances allows you to better serve, give, and lead.


👍 Like, Subscribe, and Share

If this seminar brought you clarity or helped you prepare for the year ahead, please like, share, and subscribe.
Your engagement helps us reach more families and individuals navigating their financial journeys.


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If you or someone you know would like to learn more about our school, please attend the informational sessions being offered Wednesday, Nov. 12, in the library at Saint James the Greater Roman Catholic Church, 49 Crosswinds Drive in Charles Town. Details about grades kindergarten to eight will be shared from 4:15 to 5:15 p.m.; our high school program will be outlined from 5:15 to 6:30 p.m. Come discover what makes Saint Joseph School such a special place — where faith, learning and community come together. Find out how the Hope Scholarship offered through the West Virginia Treasury pays for more than 60% of tuition and what other funding is available. Learn more about the value of a Catholic education and how it helps students grow spiritually and academically. Refreshments will be served. For more information, please contact Principal Maria Byrd at mbyrd@sjswv.org or Admissions Director Patti Maerten Hicks at pmaertenhicks@sjswv.org.