Planning
What should Boston small business owners do next?
You are reading the economic news and deciding whether to raise, sell, buy, or hold. Here are the figures you can check, the local help available, and how to pick one goal.
The last quarter feeds your full-year results, your tax bill, and next year's plan. Here is what to do about cash, the books, tax timing, and the plan, in order.
By Surfside Capital AdvisorsPublished Updated 4 min read

Year-end business planning comes down to four jobs in the last quarter: protect cash, close the books cleanly, decide your tax timing before the year ends, and write a one-page plan for next year. Start with cash, because it is the one that can hurt before December.
The year can feel finished by October, and it is not. What you do in the last quarter changes your cash position, your tax bill, and the full-year numbers that a lender or buyer reads next year. The fourth quarter becomes part of those results whether you manage it or not.
Look at cash before revenue. Pull your receivables report and call every customer who is more than 30 days past due before the holiday season slows replies. Then look at what goes out: software nobody opens, vendors whose terms you have not revisited in years, and annual renewals that fall due in the next 90 days.
Update your 13-week cash forecast so it runs through the first quarter of next year. Include the lumpy items that arrive at year end: bonuses, tax payments, insurance renewals, and inventory for the new season. How to improve cash flow for your business covers the levers if the forecast shows a dip.
Close every month between now and December, not only the last one. Reconcile bank and credit card accounts, clear old items from receivables and payables, confirm inventory counts if you hold stock, and collect the receipts that are still missing.
Collect each contractor's legal name, address, and taxpayer ID now. The Internal Revenue Service says Forms W-2 must be provided to employees, and Form 1099-NEC must be filed and provided to recipients, by January 31, so the information is easier to gather in the quiet weeks before year end. Clean books also make tax preparation faster, and they make any later review by a lender or buyer easier.
Some do, and which ones apply depends on your business, so work out which apply this month and not in the last week of December. Equipment is a common example. A Section 179 election lets a business deduct the cost of qualifying property in the year it is placed in service instead of depreciating it over several years. For tax year 2026, the IRS lists a Section 179 limit of $2,560,000, which starts to shrink once a business places more than $4,090,000 of qualifying property in service.
Placed in service means ready and available for use, not only ordered. A deduction also lowers your tax by a share of what you spend, so it never makes a purchase you do not need pay for itself. Other year-end moves, such as the timing of bonuses, retirement plan contributions, and when income and expenses are recorded, depend on your tax situation. Decide on each one before the year closes.
A buyer or lender reading your full-year numbers sees the fourth quarter as the latest evidence of where the business is headed. A quarter with late collections, unexplained costs, or a margin that slipped breaks the story you have told the other three. If a sale is within three to five years, start building the habits that help: recurring revenue, documented processes, and a team that can run without you. How to increase business value before an exit goes deeper.
Keep it to one page. It needs three goals you can measure, each with a number and a named owner. Add a 13-week cash forecast, the one hire or investment that would move the business most, and the date of the first monthly review. How to create a financial plan for your business shows how to build each piece, and key financial KPIs every business owner should track helps you choose the goals.
To get help with the forecast and the plan, see how Surfside Capital Advisors supports owners with planning, forecasting, and cash flow work.
At the start of the last quarter. That leaves enough weeks for you to weigh tax options, for customers to pay, and for the plan to be written before the holidays take over. Starting in December leaves you only the options that need no lead time.
Yes. A one-page plan helps you decide what next year looks like on purpose instead of letting it happen to you, and it gives you something to compare each month against.
General information, not legal, tax, or investment advice.
Figures and rules as published by these sources on the dates shown.
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