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Before You Make a Move: The Narrative You Need to Hear Before Year-End Tax Strategy

Before You Make a Move: The Narrative You Need to Hear Before Year-End Tax Strategy

Robert Mcfadden-The Tax Strategist

Let’s have an honest conversation, just you and me, no spreadsheets, no jargon. Just a reality check about where you are financially and where you could be if you stop waiting until the last minute to care about your taxes.

You’re not alone if you only think about taxes when W-2s hit your inbox or when your accountant sends that slightly-too-cheerful “It’s that time of year!” email. That’s the norm. Most people react. They gather what they have, send it off, cross their fingers, and hope for a refund or at least a number that doesn’t sting too hard. That’s tax season in America for millions of people: rushed, unclear, and passive.

But let me ask you something: what if you didn’t have to live like that?

What if taxes weren’t just a chore or a bill, but a system you could learn to use to your advantage?

Because here’s the truth, every major tax problem people face in April starts right now, in October, November, and December. The underpayment penalties, the missing deductions, the low refund, the gut punch of a surprise tax bill, it’s not bad luck. It’s usually a lack of strategy. It’s the silence between October and December that kills people’s financial momentum. It’s the choices not made, the opportunities missed, the questions never asked.

This year is especially different. The One Big Beautiful Bill (OBBB), as charming and ridiculous as the name is, has reshaped the playing field. And like all things government, it has just enough dazzle to distract from the fine print. Some families may see more money in their checks. Some single filers may catch a temporary break. But here’s the twist: it’s all being paid for somewhere else, usually in benefits, deductions, or credits that are quietly being phased out or narrowed.

So the question isn’t whether you’ll be affected by the OBBB. The question is whether you’ll be ready for it.

Now, I’m not telling you to become a tax expert overnight. That’s not your job. But I am telling you that if you don’t stop and look at the big picture, your income, your withholdings, your retirement, your medical expenses, your charitable giving, you’re going to leave money on the table. And the IRS won’t send a thank-you note. They’ll just take it and keep moving.

And I’m going to push you a little further. This isn’t just about money, it’s about control.

Every dollar you save on taxes is a dollar that goes to your goals, your household, your business, your kids’ future. Every deduction you miss, every opportunity you ignore, that’s money you gave away because you didn’t know better. And now you do.

This isn’t a time for panic, but it is a time for precision. The next few weeks are your chance to change the outcome of next tax season. Not by doing more work, but by doing the right work. With focus. With urgency. With clarity.

You don’t have to do it alone. That’s why this playbook of strategies exists, to guide you step by step. But before you dive into the mechanics of what to do and how to do it, I want you to sit with one important fact:

You can win this year.
Not by luck. Not by shortcuts. But by paying attention now, while there is still time to move the needle.

This is your moment to flip the script. You have the last quarter of the year to make intentional decisions. You don’t need to overhaul your life. You just need to stop being passive about your money. You need to move with purpose.

And if you do, that refund might be a little sweeter. That tax bill might be a little smaller. And more importantly, you’ll walk into 2025 with momentum instead of regret.

You’re here. You’re reading this. That’s step one. Now keep going. You have more power than you think. Let’s use it.

This article is your personal game plan, your financial two-minute drill. These aren’t vague tips like “contribute more to your retirement” or “track your expenses.” No. These are real strategies with real execution steps you can implement before December 31st to lower your taxable income, maximize deductions, and walk into 2025 with confidence (and maybe a refund).

1. Load Up Your Retirement Accounts (But Do It Strategically)

You’ve heard this one before, but here is how to actually do it right and why it matters more this year.

Employees:

Max out your 401(k) contributions by December 31.
The 2024 limit is $23,000, or $30,500 if you’re 50 or older.
Contributions are pre-tax, meaning they reduce your adjusted gross income (AGI).

Pro Tip:
Check your most recent pay stub. If you’re behind on contributions, increase your 401(k) percentage now and let your final paychecks do the heavy lifting. Contact HR immediately, they may allow a one-time override for year-end.

Self-Employed or Side Hustler:

Open and contribute to a SEP IRA or Solo 401(k).
SEP IRAs allow contributions up to 25 percent of net self-employment income, up to $69,000 for 2024.

Execution Tip:
Open a SEP IRA by the tax filing deadline, but fund it with income earned in 2024.

Use this equation to estimate your limit:
Net Income x 0.9235 x 0.25 = SEP contribution

2. Make Your HSA Work Harder

If you have a high-deductible health plan, your Health Savings Account (HSA) is a triple-tax advantage:

  • Tax-deductible going in
  • Tax-free growth
  • Tax-free withdrawals for medical expenses

2024 contribution limits:

  • $4,150 for individuals
  • $8,300 for families
  • $1,000 catch-up for age 55+

Execution Tip:
Transfer funds into your HSA before December 31.

See Also

Golden Nugget:
You can reimburse yourself later for past medical expenses as long as they occurred after the HSA was opened.

3. Use a Donor-Advised Fund (DAF) for High-Impact Giving

A Donor-Advised Fund lets you donate now, take the deduction this year, and give to charities later.

Platforms include:
Fidelity Charitable,
Schwab Charitable,
Vanguard Charitable.

Execution Tip:
Bunch multiple years of giving into one year to exceed the standard deduction threshold.

4. Prepay Business Expenses (Accelerate Deductions)

If you are a business owner using cash-basis accounting, expenses are deductible when paid.

Prepay items such as:
office rent, software, marketing, equipment (Section 179), contractors, insurance.

Execution Tip:
Pay by December 31 using check or credit card.

5. Harvest Capital Losses to Offset Gains

Sell losing investments to offset gains or reduce taxable income by up to $3,000.

Avoid wash-sale rules by not repurchasing the same or substantially identical security within 30 days.

6. Adjust Your Withholding or Make a Final Estimated Payment

Use the IRS Withholding Estimator (search on Google).
Increase withholding on final paychecks or make an estimated payment by January 15.

7. State-Specific Moves

  • 529 plan contributions
  • Energy-efficient home upgrades
  • State retirement incentives

Final Thought: The IRS Isn’t Your Enemy, But It Will Gladly Take What You Leave on the Table

You don’t need to be rich to use smart tax strategy. You just need to act while there is still time.

Open the SEP IRA. Run the projection. Prepay the expenses. Fund the HSA. Sell the losing stock. Make the plan.

Because when tax day hits, it will be too late to fix what December could have solved.

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