Tuesday, December 30, 2025

Professionalizing Your Painting & Handyman Business: Part 4 - Accounting, Financial Systems andTax Planning

Introduction:

This is Part 4 of our 5-part series on transforming your painting and handyman business into a professional, scalable operation. 

Read Part 1: Tools & Equipment 

Read Part 2: Legal Structure & Licensing

Read Part 3: Insurance Coverage

You've got the tools, the legal structure, and the insurance protection. Now it's time to master the financial side of your business. This is where many contractors struggle—they stay busy, work hard, but somehow never seem to get ahead financially.

Financial management often distinguishes contractors who build wealth from those who barely survive. Proper accounting gives you visibility into what's really happening in your business, helps you make informed decisions, ensures tax compliance, and ultimately allows you to keep more of what you earn.

In this guide, we'll walk through setting up accounting systems, choosing the right software, tracking true job profitability, managing cash flow, and understanding your tax obligations. This isn't the most exciting part of running a contracting business, but it's absolutely essential for long-term success.

Important Legal Disclaimer

Please Note: The information provided in this guide is for educational and informational purposes only and should not be considered financial, tax, or accounting advice. Jurisdictions and individual circumstances significantly vary in tax laws, accounting requirements, and financial best practices.

Before making any financial or tax decisions based on this information, you should:

  • Consult a certified public accountant (CPA) or tax professional who understands contractor businesses and your specific situation.

  • Work with a bookkeeper or accounting professional to set up your systems properly.

  • Verify all tax obligations with the IRS and your state tax authority.

  • Stay current on changing tax laws that may affect your business.

This guide helps you understand what systems you need and what questions to ask, but it cannot replace personalized professional advice from qualified financial and tax professionals.

Why Proper Accounting Matters

Before diving into the how-to, let's understand why this step matters:

Know your true profitability—Many contractors think they're making money but don't realize they're actually losing money on certain types of jobs. Proper accounting reveals which services and clients are profitable.

Make informed decisions. Should you hire an employee? Buy that expensive tool? Raise your rates? You can't answer these questions without accurate financial data.

Manage cash flow—Knowing when money is coming in and going out prevents cash crunches that can cripple your business even when you're technically profitable.

Stay tax compliant—proper records ensure you pay the right amount of taxes—not too much, not too little—and have documentation if audited.

Secure financing—banks and lenders require financial statements. Organized books make it possible to get loans or lines of credit when needed.

Build business value—if you ever want to sell your business, buyers need to see clean financial records proving profitability.

Let's build the systems that make all this possible. Implementing effective accounting practices streamlines your operations and positions your business for future growth. By investing in reliable financial systems and tools, you can enhance transparency and make informed decisions that drive success.

A note book, calculator and other offices supplies
This includes notepad, office supplies, and tools specifically for your accountant.


Setting Up Your Accounting Foundation

Separate business and personal finances.

This is rule number one, and it's non-negotiable. Open a dedicated business bank account and run all business income and expenses through it. Never mix personal and business transactions.

Why such an arrangement matters:

  • Simplifies tax preparation (no sorting through personal expenses to find business ones)

  • Provides legal protection for LLC owners (mixing finances can pierce the corporate veil)

  • Gives you clear visibility into business performance

  • Makes audits much easier if they occur

  • Looks professional when providing bank statements to lenders or landlords

What you need:

  • Business checking account—for daily operations, bill payments, and deposits

  • Business savings account—for setting aside tax money and building emergency reserves

  • Business credit card—Simplifies expense tracking and builds business credit

Choose a bank that offers business checking with reasonable fees, online banking with excellent mobile apps, integration with accounting software, and local branches if you prefer in-person banking. Additionally, consider the bank's customer service reputation, as having reliable support can be crucial when managing your finances. Researching different options can help you find the best fit for your specific business needs.

Women speak to a male about different type of business bank accounts
Women reviewing options for banking accounts best fits your needs

Choose Your Accounting Method

You'll use either cash-based or accrual-based accounting.

Cash basis accounting records income when you receive payments and expenses when you pay them. This is simpler and shows your actual cash position. Most small contractors use the cash basis because it's straightforward and provides a clear picture of available cash.

Accrual accounting records income when earned (even if not yet paid) and expenses when incurred (even if not yet paid). This provides a more accurate picture of profitability but is more complex. It's required for some larger businesses and those carrying significant inventory.

For most painting and handyman businesses under $25 million in annual revenue (yes, that's the IRS threshold), cash basis accounting is perfectly acceptable and much simpler. Start there unless your CPA advises otherwise.

Set Up Your Chart of Accounts

Your chart of accounts is the organizational structure for all financial transactions. It categorizes every dollar that comes in or goes out.

Income accounts (what you earn):

  • Interior painting

  • Exterior painting

  • Carpentry/trim work

  • Drywall repair

  • Plumbing services

  • Electrical services

  • General handyman services

  • Service calls/consultations

Breaking income into categories helps you identify your most profitable services. This, in turn, enables you to make informed decisions about where to focus your marketing efforts and resources. By regularly reviewing your chart of accounts, you can also spot trends and adjust your services to meet changing customer demands.

Cost of Goods Sold (COGS) (direct costs for completing jobs):

  • Paint and painting supplies

  • Lumber and building materials

  • Plumbing materials

  • Electrical materials

  • Hardware and fasteners

  • Subcontractor payments

Operating expenses (costs to run the business):

  • Vehicle expenses (fuel, maintenance, repairs)

  • Vehicle insurance

  • Tools and equipment

  • Tool repairs and maintenance

  • General liability insurance

  • Workers' compensation insurance

  • Professional liability insurance

  • Licenses and permits

  • Office supplies

  • Marketing and advertising

  • Website and software subscriptions

  • Bank fees and merchant services

  • Professional fees (accounting, legal)

  • Continuing education and training

  • Cell phone

  • Utilities (if you have a shop/office)

  • Rent (if applicable)

  • Owner's salary (if S-corp or corporation)

The more detailed your categories, the better you can track where money goes and identify opportunities to reduce costs. By regularly reviewing these expenses, you can make informed decisions that enhance your business's financial health. Moreover, implementing cost-saving strategies can free up resources for growth and innovation.

Implementing Job Costing

Job costing means tracking all income and expenses for each individual project or customer. Modern accounting software makes this straightforward:

  1. Create a customer or project for each job

  2. Assign all income from that job to the customer/project

  3. Assign all expenses for that job to the customer or project (materials, labour hours, subcontractors, etc.).

  4. Review profitability—software calculates profit/loss per job automatically.

Example: You complete a $3,500 interior painting job. Job costing reveals:

  • Labour: 32 hours at $50/hour = $1,600.

  • Paint and materials: $450

  • Fuel and vehicle costs: $60

  • Total costs: $2,110

  • Gross profit: $1,390 (39.7% margin)

Without job costs, you might think you made $3,500. In reality, you made $1,390 before accounting for overhead (insurance, tools, marketing, etc.). Understanding these figures is crucial for making informed decisions about future projects. By accurately tracking costs and profits, you can identify which types of jobs are most profitable and adjust your business strategies accordingly.

Reviewing your quote and see the real numbers for your profit margin
Reviewing your estimate with labour and materials


In Part 5 of this series—the final installment—we'll cover invoicing and billing best practices, payment processing options, customer relationship management, and strategies for growing your business. We'll tie together everything from Parts 1-4 into an actionable implementation plan that takes your painting and handyman business from where it is now to where you want it to be.

Final Financial Reminder

Tax laws, accounting requirements, and financial best practices vary significantly by jurisdiction and individual circumstances. Before implementing any financial or tax strategies:

  • Consult a CPA or tax professional who understands contractor businesses.

  • Work with a bookkeeper to set up systems properly

  • Verify all tax obligations with federal and state authorities

  • Stay current on changing tax laws that affect your business.

Series Navigation:

This PDF includes:

  • The "Separate & Conquer" Rule: A step-by-step guide to separating business and personal finances.

  • Expense Tracking Cheat Sheet: A list of 15+ tax-deductible items you might be missing (from mileage to home office space).

  • The Ontario Tax Buffer: A simple formula to calculate how much to set aside for HST and income tax so you’re never caught short.

  • Monthly Financial Pulse-Check: 5 numbers you should look at every 30 days to ensure your business is actually making a profit.

👉 Download the Part 4: Accounting & Tax Planning Guide (PDF)

What accounting challenges have you faced in your contracting business? Share your questions in the comments below!

Regards,

Joseph F. Botelho

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About the Author – JFB Handyman

JFB Painting and Handyman Services has been proudly serving homeowners since 2018, providing reliable, detail-focused home maintenance, repairs, and improvement services. With years of hands-on experience solving real foundation, soil, drainage, and structural issues, JFB Handyman brings practical knowledge to every project and every article.

From small fixes to complex home challenges, the goal has always been the same: deliver honest workmanship, protect your investment, and help homeowners understand how to keep their property in top condition. This commitment to quality, transparency, and long-term solutions has made JFB Handyman a trusted name in local home repair.


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