Controller/Bookkeeper Construction-, QuickBooks, Procore

Sleeping Dog Properties is a best-in-class, high-end residential and boutique commercial design/build firm. We specialize in complex, detail-driven projects in Boston’s most demanding markets, with a focus on transparency, quality, and execution excellence.

As we continue to grow, we are seeking a Construction Controller to bring financial rigor, real-time job cost visibility, and strategic insight to our operations.

Sleeping Dog Properties is seeking to build an experienced accounting group to help manage our. The ideal candidate will manage financial records using QuickBooks and Procore, ensuring accurate and up-to-date bookkeeping for our construction projects. This role is critical in supporting the financial health and operational efficiency of our company.

• Lead all accounting operations including GL, AP/AR, payroll, and financial reporting
• Produce accurate and timely monthly, quarterly, and annual financial statements
• Maintain and improve internal controls and financial processes

• Oversee real-time job cost tracking across all active projects
• Ensure alignment between budgets, commitments, and actual costs
• Monitor and report on project-level profitability and margin fade/gain
• Partner with PMs and Project Executives to identify financial risks early

• Manage Work-in-Progress (WIP) schedules and revenue recognition
• Ensure proper cost-plus and percentage-of-completion accounting
• Identify and flag under/over-billings and cash exposure

• Develop and maintain rolling cash flow forecasts
• Manage company liquidity, banking relationships, and draw schedules
• Forecast financial performance based on backlog and pipeline

• Support pricing strategy, fee structures, and contract review
• Work closely with estimating and operations to improve margin performance

• Oversee and mentor accounting staff
• Improve systems integration (e.g., Procore + accounting software)
• Drive process improvements to increase efficiency and accuracy

• Required
• 8–15+ years of accounting/finance experience, with construction industry experience required
• Strong expertise in job costing and WIP reporting
• Experience with cost-plus and high-end residential or commercial construction
• Proficiency with construction software (e.g., Procore, Sage, QuickBooks, or similar)
• Strong Excel and financial modeling skills
• Preferred
• CPA or equivalent certification
• Experience in a design/build or integrated construction environment
• Experience in a $15M–$50M revenue company
• Familiarity with complex, multi-phase or high-end projects

• Annual Bonus Plan
• Health Care Plan (Medical, Dental & Vision)
• Retirement Plan (401k, IRA)
• Paid Time Off (Vacation, Sick & Public Holidays)
• Family Leave (Maternity, Paternity)
• Training & Development
• Free Food & Snacks
• Wellness Resources
• Gym Reimbursements