Avoiding a Big Tax Bill? Start Now & Not in December

September is the sweet spot for small business tax planning. You’ve got most of the year behind you, and just enough time ahead to make thoughtful, strategic decisions without the end-of-year scramble.

Here’s how to get ahead of your tax bill (and avoid the panic purchases).

Look Back Before You Leap

Pull your year-to-date numbers. Are profits higher than expected? Did things shift this year (new clients, fewer expenses, bigger team)? Use Q3 as a pulse check, not a panic button.

A tax surprise in April usually means there were missed planning windows in the fall.

Spending to Save? Only If It Makes Sense

Buying something just to "get a deduction" rarely pays off.

That laptop you didn’t need? Still costs you real money.

Instead, ask:

• Does this support how I want to grow?

• Will this improve operations, capacity, or clarity?

  
  

Smart investments now can be both deductible and strategic.

How You Pay Yourself Matters

If you’re an S-corp owner, check your payroll vs draws. Too much draw and too little payroll? That can raise red flags and your tax bill.

Now’s the time to adjust:

• Catch up on reasonable compensation

• Forecast year-end draws

• Decide if a bonus makes sense

  
  

Retirement Contributions = Big Savings With Your Tax Bill

Planning to contribute to a SEP, Solo 401(k), or SIMPLE IRA? Great.

Even if the deadline’s not here yet, map out the cash flow now.

That contribution could lower your taxable income and build long-term wealth.

Win-win.

Thinking of Bonuses or Owner Payouts?

If you want to reward your team (or yourself) this year, don’t wing it in December.

Payroll filing timelines, tax withholding, and entity type all matter.

A little planning now = smoother year-end and no rushed decisions.

Last Thing: Don’t DIY the Strategy

You don’t have to figure this all out solo. This is what Q3 advisory calls are made for.

Let’s run the numbers, spot the gaps, and make a clear plan that protects your time, profit, and peace of mind.

Need a check-in before Q4 hits full speed? Book a call and we’ll walk through it together.

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Stillwater Business Solutions is run by Karolyn and Bryan, a tech-savvy and community-focused team who believe bookkeeping should feel collaborative and empowering—not confusing. Whether you're looking to simplify your systems or get support you can trust, we're here when you're ready. No pressure. Just people-first accounting that fits your business.