Contractors

5 articles

The Contractor's Year-Round Compliance Calendar: What Is Due, and What Only Works If You Do It Early
Tax Planning

The Contractor's Year-Round Compliance Calendar: What Is Due, and What Only Works If You Do It Early

Filing deadlines are the easy half. The dates that actually decide a contractor's tax bill and cash position are the ones with no deadline attached at all.

Tom Woolley, MBA 3/2/26 10 min read
Construction Accounting Software: What a Contractor Actually Needs It to Do
Bookkeeping

Construction Accounting Software: What a Contractor Actually Needs It to Do

QuickBooks will not tell you your percent complete, and most contractors do not need a full ERP either. The question is not which product. It is which of five jobs you need the software to do.

Tom Woolley, MBA 11/3/25 10 min read
The Contractor Who Lost $200K Because Nobody Tracked Job Costs
CFO Advisory

The Contractor Who Lost $200K Because Nobody Tracked Job Costs

A $2M construction company was bleeding cash despite full project schedules. The problem wasn't sales. It was job costing. Here's what we found and how we fixed it.

Tom Woolley, MBA 2/23/25 26 min read
Managing Seasonal Cash Flow in Construction: The Contractor's Guide to Surviving Winter
Cash Flow

Managing Seasonal Cash Flow in Construction: The Contractor's Guide to Surviving Winter

Learn how to manage seasonal cash flow in construction. Build a 6-month cash reserve, smooth revenue through winter, and stop the feast-or-famine cycle that kills profitable contractors.

Tom Woolley, MBA 2/23/25 20 min read
Accounting Methods for Contractors: Percentage of Completion, Completed Contract, and Why It Decides Your Tax Bill
Bookkeeping

Accounting Methods for Contractors: Percentage of Completion, Completed Contract, and Why It Decides Your Tax Bill

Cash or accrual is the wrong question for a contractor. On long-term contracts the method that matters is how you recognise revenue on jobs that cross a year end, and it moves when you pay tax.

Tom Woolley, MBA 2/19/25 11 min read