Making it through the winter when the mowing stops and payroll does not

Greymill AcademyUS5 min readReviewed Oct 202623 primary sourcesUK version

The short answer

Late-winter payroll, equipment and materials come before the first spring payments, so smooth your income, take lawful deposits and line up credit in the fall.

The takeaway. Bill maintenance in 12 equal autopay payments, take lawful install deposits, sell winter work to existing clients, and set up a line of credit each fall.

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Written for landscapers and lawn care routes, grounds maintenance contractors, tree services and arborists, irrigation, hardscape and fencing installers, and landscape firms that sell snow and ice work, in any US state.

The short version

  1. Bill maintenance in 12 equal monthly payments.Put it on autopay so winter months bring in the same as summer ones, and collect snow fees monthly from November.
  2. Sell winter work and take lawful deposits.Offer snow, lighting, leaf cleanup and tree work to existing clients. Some states cap install deposits, so check yours first.
  3. Set up a line of credit each fall.Keep a 13-week cash forecast, updated every Monday, so you see the late-winter gap coming.

In the North, maintenance runs April to October, installs fill the spring and fall, and snow runs November to March. In the South and West, maintenance runs year-round but slows in extreme summer heat. Either way, late-winter payroll, equipment and materials come before customer payments do, and the gap is yours to fund.

Smooth the money coming in

  1. Bill maintenance monthly.Bill maintenance as 12 equal monthly payments on autopay, so the winter months bring in the same as the summer ones.
  2. Sell winter work to clients who already pay you.Snow, holiday lighting, leaf cleanup and tree work sold to existing clients fill the gap, and seasonal snow fees can be collected in monthly installments from November.
  3. Take deposits on installs, within the law.Some states cap them. In California the down payment on a residential landscaping contract cannot exceed $1,000 or 10% of the price, whichever is less, and in New York money paid before work is done is held in trust. Under the FTC Cooling-Off Rule, a buyer has 3 business days to cancel a sale of $25 or more made at their home, so give the cancellation notice at signing. As of Oct 2026.
The largest down payment on a $14,500 California install (worked)
10% of the $14,500 contract price$1,450
The fixed limit$1,000
Largest lawful down payment$1,000

the lesser of $1,450 and $1,000On any California residential contract over $10,000, the $1,000 limit is the one that applies.

AvoidBilling maintenance per visit, so income stops when the mowing does while truck payments, insurance and the January estimated tax payment keep coming.
Do this insteadBilling the year in 12 equal autopay payments and collecting seasonal snow fees monthly from November.

Your fixed costs run all year, so the income that covers them should too.

If an install client does not pay

Routine mowing and maintenance usually earns no lien. Installs can: California counts seeding, sodding and planting for landscaping as a work of improvement, and Texas gives a lien to a person contracted with the owner or another listed project participant who supplies labor, plant material or other supplies for landscaping for an improvement, such as a retaining wall or irrigation system. Confirm eligibility rather than assuming every install qualifies. In Florida, a residential direct contract over $2,500 must carry the statutory lien disclosure, or your lien rights are at risk. As of Oct 2026.

See the gap before it arrives

Keep a 13-week forecast of client receipts, payroll, materials, fuel, equipment payments, estimated taxes and sales tax, updated every Monday, plus a 12-month seasonal view. Set up a revolving line of credit in the fall. Match equipment loans and dealer financing to the machine's life, and watch zero-interest offers that raise the price.

For bigger needs, SBA 7(a) loans go up to $5 million for working capital and acquisitions, and 504 loans cover real estate and heavy equipment. SBA tightened its ownership and citizenship eligibility rules in 2025, so check with the lender under the current SOP 50 10. As of Oct 2026.

Service equipment before spring, track hours, repairs and downtime per machine, and replace on cost per hour rather than waiting for a breakdown. Rent rarely used machines such as stump grinders, skid steers and trenchers.

Estimated taxes are due April 15, June 15, September 15 and January 15, but a seasonal business earns most of its profit from April to October. The annualized income installment method (Form 2210, Schedule AI) matches payments to when you earned the income and avoids underpayment penalties for slow quarters. If that is hard to work out, paying 100% of last year's tax across the four dates (110% if last year's AGI was over $150,000) is the safe harbor. As of Oct 2026.

Asked in Greymill

Example question and answer from Cash & Profit
You
I'm in California. I bill mowing per visit and late winter is always tight. I've got a $14,500 backyard install for a homeowner starting in March. Can I take 30% down now to cover payroll?
Cash & Profit
The most you can take is $1,000 (As of Oct 2026), not $4,350.

California caps the down payment on a residential landscaping contract at $1,000 or 10% of the price, whichever is less:
10% of $14,500: $1,450
Fixed limit: $1,000
Your 30%: $4,350, more than four times the cap

The real fix is how you bill. Truck payments, insurance and payroll run all year, but per-visit income stops when the mowing does.
Move maintenance to 12 equal monthly payments on autopay. Sell holiday lighting, leaf cleanup and tree work to clients who already pay you.

At signing: a homeowner who signs at home has 3 business days to cancel under the FTC Cooling-Off Rule (As of Oct 2026). Hand over the cancellation notice then.

Next, I can build a 13-week cash forecast and size the credit line to ask for this fall.

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Ask it about your own business

Paste this into Greymill with your own figures, and Cash & Profit works it through for your business.

Your question

I run a landscaping or gardening business in [state], in the US. My fixed costs in a winter month are about [amount], maintenance bills [amount] a month, and I have [number] snow accounts priced [seasonal or per push]. Build me a 13-week cash forecast from [date], tell me what line of credit to ask for this fall and what deposits I can lawfully take on installs, and set my estimated tax payments on the annualized method or the safe harbor, whichever suits my year.

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More for landscaping and gardening in the US

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Sources

The primary sources behind this lesson, checked Oct 2026.

  1. sec. 7159(d)(8) (Cash, seasons, equipment and software)
  2. SOP 50 10 (Cash, seasons, equipment and software)
  3. 16 CFR 429.0, 429.1 (Contracts, consumers and getting paid)
  4. Gen. Bus. Law sec. 771; Lien Law sec. 71-a (Contracts, consumers and getting paid)
  5. General Obligations Law 5-903(2) to (3) (Contracts, consumers and getting paid)
  6. sec. 713.015; sec. 501.201 (Contracts, consumers and getting paid)
  7. Bus. and Com. Code sec. 17.41 (Contracts, consumers and getting paid)
  8. Tax Code secs. 151.0048, 151.0101(a)(11), 151.056 (Tax: sales tax, 1099S, depreciation and estimates)
  9. TB-ST landscapers; Tax Law 1105(c)(5) (Tax: sales tax, 1099S, depreciation and estimates)
  10. Regulation 1521 (Tax: sales tax, 1099S, depreciation and estimates)
  11. Instructions (2026) (Tax: sales tax, 1099S, depreciation and estimates)
  12. Rev. Proc. 2025-32 sec. 4.24; Publication 946, What's New for 2026 (Tax: sales tax, 1099S, depreciation and estimates)
  13. Publication 946 chapter 3, qualified property acquired after January 19, 2025; Notice 2026-11 secs. 2.02(1), 3.06 to 3.07 (Tax: sales tax, 1099S, depreciation and estimates)
  14. OFLC H-2B filing notice (The calendar: H-2B, payroll, pesticide licenses and snow season)
  15. Due dates (The calendar: H-2B, payroll, pesticide licenses and snow season)
  16. IRC 7503 (The calendar: H-2B, payroll, pesticide licenses and snow season)
  17. Due dates (The calendar: H-2B, payroll, pesticide licenses and snow season)
  18. 1904.32(b)(6) (The calendar: H-2B, payroll, pesticide licenses and snow season)
  19. Bus. and Prof. Code sec. 7140 (The calendar: H-2B, payroll, pesticide licenses and snow season)
  20. Bus. and Prof. Code sec. 7031(a), (b) (Hard cases: crews, chemicals, TREES and snow)
  21. 8 CCR 342(a); 330(h) serious injury definition; DIR accident-reporting guidance (Hard cases: crews, chemicals, TREES and snow)
  22. 1910.333(c)(3); 1910.269(a)(1)(i)(E), (r), (x) (Hard cases: crews, chemicals, TREES and snow)
  23. 815 ILCS 675/10 and 675/15; controlling snow section (Hard cases: crews, chemicals, TREES and snow)

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