Controller/Bookkeeper Construction-, QuickBooks, Procore

Sleeping Dog Properties•Boston, MA

About The Position

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.

Requirements

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

Nice To Haves

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

Responsibilities

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