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Essential Bookkeeping Questions Every Builder and Contractor Should Ask Their Accountant

Devin Whyte

When you're building a successful construction business, the last thing you want is to discover that your accounting system is holding you back. Whether you're a general contractor, specialty trade professional, or custom builder, having the right bookkeeping foundation can mean the difference between sustainable growth and costly financial mistakes.

The construction industry presents unique accounting challenges that generic bookkeepers simply aren't equipped to handle. From job costing and progress billing to equipment depreciation and subcontractor payments, your accounting needs are far more complex than most small businesses.

Why Construction Bookkeeping is Different

Before diving into the essential questions, it's important to understand why construction accounting requires specialized expertise. Unlike retail or service businesses with predictable monthly revenue, construction companies deal with:

  • Project-based accounting spanning multiple months or years
  • Complex job costing requirements
  • Percentage-of-completion revenue recognition
  • Retainage and progress billing complications
  • Equipment-heavy operations requiring sophisticated depreciation tracking
  • Subcontractor 1099 management
  • Prevailing wage and certified payroll requirements

Companies like Bettencourt Construction and Country Creek Builders understand that having the right accounting partner isn't just about tax preparation—it's about having financial systems that support growth and profitability.

Critical Questions About Job Costing and Project Profitability

1. "How will you help me track true job costs and profitability by project?"

This is perhaps the most crucial question for any construction business. Your accountant should be able to explain how they'll set up job costing systems that track:

  • Direct labor costs including burden and benefits
  • Material costs and waste factors
  • Equipment costs and depreciation allocation
  • Subcontractor expenses
  • Job site overhead and indirect costs

Firms like Performance Financial LLC specialize in helping contractors understand their true project margins, which is essential for accurate bidding on future work.

2. "Can you help me implement progress billing and percentage-of-completion accounting?"

Many contractors struggle with cash flow because they don't properly match revenue recognition with project progress. Your accountant should understand GAAP requirements for percentage-of-completion accounting and help you implement systems that:

  • Accurately track project progress
  • Bill appropriately based on completion milestones
  • Manage retainage and change orders
  • Handle warranty reserves properly

3. "How will you help me manage and track equipment costs?"

Equipment represents a major investment for most construction companies. Companies like Fredrickson Masonry and Cascade Concrete Coatings need sophisticated equipment tracking that includes:

  • Proper depreciation methods (including Section 179 and bonus depreciation)
  • Equipment utilization rates
  • Maintenance and repair cost allocation
  • Replacement planning and budgeting

Tax Planning and Business Structure Questions

4. "What's the best business entity structure for my construction company?"

This question becomes even more critical as your construction business grows. Your accountant should evaluate:

  • Whether S-Corp election makes sense for your situation
  • How to optimize owner salary vs. distribution strategies
  • State-specific tax implications for contractors
  • Benefits of different entity structures for equipment ownership

Specialized firms like CBW Accountant and Whyte CPA PC understand the nuances of construction business taxation and can guide you through optimal structuring decisions.

5. "How can I maximize tax deductions specific to the construction industry?"

Construction businesses have unique deduction opportunities that generic accountants often miss:

  • Equipment and vehicle deductions
  • Home office deductions for project management
  • Tool and safety equipment expenses
  • Training and certification costs
  • Industry-specific travel deductions

6. "What tax planning strategies will help me smooth out seasonal income fluctuations?"

Construction income can be highly seasonal, creating tax planning challenges. Your accountant should help you:

  • Implement estimated tax payment strategies
  • Plan equipment purchases for optimal tax timing
  • Structure bonus and profit-sharing programs
  • Manage cash flow for tax obligations

Cash Flow and Financial Management Questions

7. "How will you help me manage cash flow with long-term projects and retainage?"

Cash flow management is critical for construction companies. Firms like Passageway Financial and Freedom From Accounting understand that contractors need systems for:

  • Forecasting cash needs based on project schedules
  • Managing the gap between costs incurred and payments received
  • Planning for retainage release timing
  • Budgeting for seasonal slow periods

8. "Can you help me establish job costing that supports accurate bidding?"

Your historical job costs should inform future bidding decisions. Your accountant should help you:

  • Analyze profitability by job type and customer
  • Identify cost overrun patterns
  • Establish markup formulas based on actual costs
  • Create bidding templates incorporating all cost factors

Compliance and Risk Management Questions

9. "How will you handle prevailing wage and certified payroll requirements?"

If you work on government projects, compliance is non-negotiable. Your accountant should understand:

  • Prevailing wage rate requirements and tracking
  • Certified payroll reporting procedures
  • Davis-Bacon Act compliance
  • State-specific prevailing wage laws

10. "What systems will you implement for 1099 subcontractor management?"

Subcontractor management creates significant compliance obligations. Companies like CBC Twin Cities and Preferred 1 MN need systems that:

  • Track subcontractor payments accurately
  • Issue timely 1099-NEC forms
  • Maintain proper backup withholding when required
  • Manage subcontractor insurance and licensing verification

11. "How will you help me prepare for potential audits?"

Construction businesses face higher audit risk due to:

  • Large equipment depreciation deductions
  • Significant subcontractor payments
  • Cash-intensive operations
  • Complex job costing requirements

Your accountant should maintain audit-ready documentation and help you implement internal controls that support your tax positions.

Technology and Reporting Questions

12. "What construction-specific software do you recommend and support?"

Your accountant should have expertise with construction accounting software such as:

  • QuickBooks Desktop Premier Contractor edition
  • QuickBooks Online with construction-specific apps
  • Sage 100 Contractor
  • Foundation Software
  • Procore integration capabilities

Firms like Asnani CPA and Pyramid Taxes understand that the right software integration is crucial for accurate job costing and financial reporting.

13. "What financial reports will you provide to help me make better business decisions?"

Beyond basic financial statements, contractors need specialized reporting:

  • Job profitability reports by project and customer
  • Equipment utilization and cost analysis
  • Cash flow forecasting based on project schedules
  • Work-in-progress aging reports
  • Key performance indicators for construction businesses

Scaling and Growth Questions

14. "How will your services scale as my construction business grows?"

As your business expands, your accounting needs become more complex. Whether you're growing like Homes by Moderno or Minnesota Landscapes, you need an accounting partner who can support:

  • Multiple project management
  • Expanded equipment fleets
  • Additional crew management
  • Multi-state operations
  • Bonding and insurance requirements

15. "Can you provide CFO-level guidance for strategic decision-making?"

Growing construction companies need more than bookkeeping—they need strategic financial guidance on:

  • Expansion financing strategies
  • Equipment lease vs. purchase decisions
  • Strategic partnership evaluations
  • Exit planning and succession strategies

Industry-Specific Considerations

16. "Do you understand the unique aspects of my construction specialty?"

Different construction specialties have unique accounting requirements:

  • Pool builders like Plan Pools deal with seasonal revenue patterns
  • Painting contractors like Legacy Painting 757 have material waste considerations
  • Specialty fitness facility contractors working with Fitness Taxes need equipment-specific knowledge

17. "How will you help me manage the financial aspects of insurance and bonding?"

Construction insurance and bonding requirements create unique financial considerations:

  • Working capital requirements for bonding
  • Insurance cost allocation to jobs
  • Self-insurance program evaluation
  • Risk management strategies

Making the Right Choice

The relationship between Duplex Doctors and their accounting firm, or the partnership between Whittmarsh and their financial advisors, demonstrates the importance of finding an accountant who truly understands construction industry challenges.

When evaluating potential accounting partners, look for firms that:

  • Have significant construction industry experience
  • Use construction-specific software and systems
  • Provide proactive tax planning, not just tax preparation
  • Offer scalable services that grow with your business
  • Understand job costing and project-based accounting
  • Can provide CFO-level strategic guidance

Don't Settle for Generic Bookkeeping

Your construction business faces unique challenges that require specialized expertise. The questions above will help you identify whether a potential accounting partner has the knowledge and systems necessary to support your success.

Remember, the cheapest bookkeeper isn't necessarily the most cost-effective choice. Investing in construction-specialized accounting services can save you thousands in avoided mistakes, optimized tax strategies, and improved profitability analysis.

Whether you're just starting out or looking to upgrade your current accounting relationship, asking these essential questions will help ensure you have the financial foundation necessary to build a thriving construction business. The right accounting partner doesn't just track your past performance—they help you build a more profitable future.

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