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Limited Time: October–December

Year-End Tax Planning
Your Last 92 Days Count

From October through December, you have a narrow window to legally slash your tax bill. After December 31, that window closes forever. Equipment purchases, retirement contributions, charitable giving, income timing—these moves only work if executed before year-end. We show you exactly what to do and when to do it.

📅 Last updated: April 2026 · Written by Bryan Martin, CPA

October Urgency: The 90-Day Window

Why Q4 planning is non-negotiable

October 1st is the silent alarm bell. You have 92 days until the tax year ends. After December 31 at 11:59 PM, every strategy, every deduction opportunity, every tax-saving move is locked in stone. You cannot undo, adjust, or optimize.

Key Insight
The October Reality: Most business owners are deep in Q4 operations. You're chasing year-end revenue, managing cash flow, and planning the holidays. Tax planning feels abstract. But while you're busy running the business, December 31 is rushing toward you. The businesses that save the most are the ones that plan NOW, in October, before the holiday rush hits.

This is the paradox: October is the busiest time of year, but it's also when tax planning must happen. If you wait until November, your options narrow. If you wait until December, most strategies are impossible.

Watch Out
The December 31 Trap: Many business owners contact us in late December saying "We had a great year, let's do some tax planning." By then, it's too late. Equipment must be ordered and placed in service by 12/31. Retirement contributions must be made or funded by 12/31. Charitable giving must be executed by 12/31. S-Corp elections must be filed by 3/15 of the following year, but decisions must be made by 12/31. You cannot retroactively implement strategies on January 5.
Taxstra CPA Tip
The best year-end tax planning clients contact us in September/October. We have time to model scenarios, order equipment, coordinate with financial advisors, and execute moves deliberately. We're not scrambling. We're strategizing.
Key Insight
What we do in October: We run a detailed P&L forecast (July–Dec), calculate projected year-end taxable income, and identify every legal strategy available to that specific income level. Then we build a December execution plan with hard deadlines.

Income Acceleration vs. Deferral

Timing is everything; both strategies have their place

If you're in a low-income year, you might accelerate income into December (collect bonuses, send invoices, complete projects). If you're in a high-income year, you might defer income to January (delay invoicing, delay bonuses). Both are legitimate strategies if done right.

Acceleration Strategy

When to use: You're in a low-income year, or you've already taken major deductions.

Tactics:

  • Invoice clients in December (cash method = income received)
  • Pay year-end bonuses in December
  • Complete projects before Dec 31 and bill immediately
  • Take on consulting work before year-end

Deferral Strategy

When to use: You're in a high-income year; expect lower income next year.

Tactics:

  • Delay invoicing until January (don't bill in Dec)
  • Defer year-end bonus until January
  • Complete projects in Dec, but delay billing to Jan 1
  • Push project completion to Q1 next year
Watch Out
The Cash Method Rule: Using the cash method of accounting, income is taxed when received, not when earned. So if a client pays an invoice in December, it's 2024 income even if the work continues into 2025. Conversely, if you bill in January (even for December work), it's 2025 income. This timing is legal and we employ it strategically, but you must be consistent and document the reasoning.
Taxstra CPA Tip
Income acceleration/deferral works best when paired with expenses. In a low year, accelerate income but also accelerate deductible expenses (bonuses, consulting fees, equipment maintenance). In a high year, defer income but also defer discretionary expenses. This amplifies the effect.

Last-Minute Retirement Contributions

Max out your tax-deferred savings before Dec 31

Retirement plans are the government's favorite tax loophole. Contributions reduce taxable income dollar-for-dollar. But there's a deadline: contributions for 2024 must be made (or funded) by December 31, 2024.

Key Insight
The numbers: A solo 401(k) lets you contribute up to $69,000 in 2024. A Cash Balance Plan can allow $175,000–$300,000+. If you're running a profitable business, maxing these out saves 25–35% on that contribution amount. A $60,000 solo 401(k) contribution at a 35% tax rate = $21,000 in tax savings.

Retirement Plan Deadlines for 2024 Contributions

Solo 401(k)Dec 31, 2024 (or Jan 15 with extension)
SEP-IRADec 31, 2024 (or tax filing deadline + extension)
Cash Balance PlanDec 31, 2024 (must be established by this date)
Simple IRA / Simple 401(k)Dec 31, 2024

For Solo 401(k)s and SEP-IRAs, you can actually extend the deadline to your tax filing deadline (usually April 15 of next year, or October 15 with extension). But Cash Balance Plans must be established by December 31 to count for that year. So if you're considering a Cash Balance Plan, we need to set that up by mid-November at the latest.

Watch Out
Don't wait until December 30 to fund a retirement plan. We need time to coordinate with your accountant, ensure the contribution is calculated correctly, and process the paperwork. December 15 is our internal deadline for retirement plan decisions.
Taxstra CPA Tip
If you're self-employed and waiting to see how the year ends before deciding, we can model multiple scenarios in October. Then, once final numbers are in by early December, we execute the contribution immediately. No last-minute scrambling.

Equipment Purchases & Depreciation

Place in service by Dec 31 for immediate deductions

Section 179 expensing and bonus depreciation are year-end tax planning superpowers. If you project $300K profit but have $200K in needed equipment, buying that equipment and deducting it immediately brings your taxable income to $100K. That's a 70% tax savings on those deductions.

Key Insight
Real scenario: In October, a consulting firm projects $250K net profit. That means $87K tax liability (at 35% effective rate). They identify $150K in needed equipment (servers, workstations, software). They purchase and deploy the equipment in November. They claim $150K in Section 179 deductions, reducing taxable income to $100K and tax liability to $35K. Total tax savings: $52K. ROI on planning: infinite.

The Section 179 Process (Timeline)

Oct 1–15:Finalize equipment list and budget
Oct 15–Nov 10:Order equipment; secure December delivery dates
Nov 10–Dec 15:Equipment arrives and is placed in service (installed, operational)
Dec 15–31:Gather invoices and deployment documentation
Jan–Mar:CPA calculates deductions and files return with Section 179 election
Watch Out
"Ordered" or "paid for" doesn't count. Equipment must be physically placed in service (installed and operational) by December 31. We coordinate directly with equipment vendors to ensure delivery and setup happen in December. If you order in December and it arrives in January, that's a miss.
Taxstra CPA Tip
Equipment decisions should be driven by actual business need, not just tax savings. But if you need equipment anyway, December is the right time to pull the trigger. We help you plan the logistics so nothing falls through the cracks.

Charitable Giving & Bunching

Maximize deductions while supporting causes you believe in

If you're charitably inclined, year-end is the time to accelerate giving. But more importantly, "bunching" allows you to deduct multiple years of donations in a single high-income year, maximizing the tax benefit.

Key Insight
The bunching strategy: If you normally give $10K/year to charity, and 2024 is a high-income year, you might give $25K or $30K in December 2024 (using a Donor Advised Fund), then give $10K/year from the DAF in 2025-2026. This front-loads the deduction into your high-income year when it's most valuable. Same total giving, better tax outcome.

Charitable Giving Tactics

Donor Advised Funds (DAF)

You donate appreciated stock or cash to a DAF in Dec 2024, get the deduction immediately, then recommend grants to charities over time. Best for "bunching" multiple years of giving into one high-income year.

Appreciated Stock Donations

Donate stock that's appreciated instead of cash. You get a deduction at fair market value AND avoid capital gains tax. If you have $15K in unrealized gains, donating that stock instead of selling it saves 15-20% in taxes.

Charitable IRA Rollovers (RMD Strategy)

If you're 72+, you can distribute directly from your IRA to charity (up to $100K/year). It satisfies your required minimum distribution without increasing income. Rare, but powerful.

Taxstra CPA Tip
If you're charitably inclined, December is the time to execute. Donations must be made by December 31 to count for that year. We often coordinate with financial advisors and donors' favorite charities to execute bunching strategies efficiently.
Watch Out
Charitable giving MUST be documented. Keep receipts, acknowledgment letters from charities, and appraisals (for appreciated property). The IRS scrutinizes charitable deductions—a $10K donation with no documentation is a red flag.

Roth Conversions & Recharacterizations

Convert to tax-free growth if projections allow

If you project a high-income 2024 but expect lower income in 2025, a Roth conversion could make sense. You pay tax at your 2024 (high) rate to convert traditional IRA or 401(k) funds to Roth, where they grow tax-free forever.

Key Insight
The calculation: You have a $500K traditional IRA and expect $200K income in 2024, but only $100K in 2025. Converting $100K in Dec 2024 costs you roughly $35K in taxes (at 35% rate). But that $100K grows tax-free for 30 years—worth far more than $35K at conversion. This works best when income drops, or when you retire, or in early-career high-tax years.
Watch Out
Roth conversions are irrevocable. Once done, you can't undo them. Also, conversions increase your AGI in the conversion year, which can trigger Medicare premium adjustments (IRMAA) if you're 65+. We model the full 3-year impact before recommending.
Taxstra CPA Tip
Roth conversions are best done with forward-looking tax modeling. We analyze your 5-year income projection. If 2024 is high and 2025 is low, a conversion makes sense. If you expect sustained high income, it doesn't. This requires strategy, not just execution.

Month-by-Month Action Checklist

October, November, December—exactly what to do

This is your operational roadmap for Q4. Treat these as non-negotiable action items with hard deadlines.

OCTOBER93 days

!
Run a preliminary year-end P&L forecast
Review all estimated tax payments made to date
!
Identify potential equipment purchases (Section 179 eligible)
!
Check retirement plan contribution room
Research charitable giving options (DAF, appreciated stock)
Discuss S-Corp payroll adjustments if applicable
!
Begin entity election review (S-Corp, LLC changes)

NOVEMBER61 days

!
Finalize income projection; estimate final tax liability
!
Order/purchase major equipment (secure Dec delivery)
!
Execute charitable contributions if applicable
Complete paperwork for Roth conversions (if planned)
!
Maximize solo 401(k) or SEP-IRA contributions
Review employee withholdings (if applicable)
Reconcile quarterly estimated payments

DECEMBER31 days (CRITICAL)

!
Final equipment purchases must be placed in service by 12/31
!
Confirm all charitable giving completed and documented
!
Verify all retirement contributions recorded
!
Make final Q4 estimated tax payment by 1/15
Confirm W-2 payroll is processed (if applicable)
Gather documentation for CPA: invoices, receipts, statements
Begin preliminary tax return prep; schedule filing appointment

Critical Note: December actions marked with [!] cannot be deferred. After Dec 31, they are permanently lost. Do not delay.

Tax Prep & Deadline Management

From December to April 15

Once December 31 passes, your tax planning is locked in. From January through April 15, we transition to tax preparation—documenting the strategies you executed and filing the return that reflects them.

Key Insight
The handoff: Year-end planning sets the stage. But execution is what matters. By January 15, all documentation should be ready: invoices for equipment purchases, receipts for charitable giving, retirement contribution confirmations, W-2s, 1099s, bank statements, and year-end P&L. We compile this, verify the strategy was executed correctly, and file the return.

Tax Filing Timeline

January 15: Q4 estimated tax payment due (final payment of 2024)

January 30: W-2s and 1099s issued by employers/clients

February: We begin tax preparation; you provide final documentation

March: Return is drafted; we review strategy implementation

April 1–10: Final review and client sign-off

April 15: Return is filed (electronically, typically filed weeks earlier)

April 15 (alt): Extension filed if additional time needed (Oct 15 new deadline)

Our goal is to have your return filed by early April, giving you breathing room and peace of mind. Extensions exist for a reason—if we need more time to validate strategy implementation or gather documentation, we file an extension. No rush filing, no regrets.

Watch Out
If you executed major strategies (Section 179, retirement plan setup, charitable giving, Roth conversions), make sure documentation is pristine. The IRS will scrutinize high-deduction returns. We keep meticulous records and can defend every dollar claimed.
Taxstra CPA Tip
Once the return is filed, your 2024 tax situation is locked. No changes, no amendments (unless essential). This is why October-December planning and execution are so critical. After April 15, there's nothing left to do but wait for the next year.

Don't Waste Your Q4 Window

92 days left in 2024. Let's execute a concrete tax strategy that saves you real money. Book your October planning call today.

Limited Availability

Find Out What You're Overpaying in Taxes

Book a free 30-minute call to walk through your situation. We'll tell you exactly how our CPA-led team can help — and whether we're the right fit.

Learn how our CPA-led team can help
30 minutes — no fluff, just answers
Zero obligation, zero pressure
Or Call (217) 788-0750
0+
Tax Returns Filed
0+
Years Experience
0%
CPA-Led Service
0min
Free Consultation

What to Expect on the Call

1
We learn about your business and tax situation
2
We explain which services fit your needs
3
You get honest answers — no hard sell

FAQs

Common questions about year-end tax planning execution.

Have another question?
December 31 is the hard deadline for most moves (equipment purchases, charitable giving, retirement contributions). By mid-December, you're cutting it close. October is ideal—gives you 90 days to plan and execute. If you contact us in November, we can still do meaningful planning, but some strategies will be off the table.

Your Tax Deadline is Approaching

October to December is your last legal window to reduce your 2024 tax bill. Let's build a concrete action plan with specific moves and deadlines.

Limited Availability

Find Out What You're Overpaying in Taxes

Book a free 30-minute call to walk through your situation. We'll tell you exactly how our CPA-led team can help — and whether we're the right fit.

Learn how our CPA-led team can help
30 minutes — no fluff, just answers
Zero obligation, zero pressure
Or Call (217) 788-0750
0+
Tax Returns Filed
0+
Years Experience
0%
CPA-Led Service
0min
Free Consultation

What to Expect on the Call

1
We learn about your business and tax situation
2
We explain which services fit your needs
3
You get honest answers — no hard sell