Remote Insurance Controller Jobs in Reston, VA (NOW HIRING)

Controller (with future CFO potential)

Location: Flexible / Remote

Preference Washington DC area will consider candidates anywhere in the US
Employment Type: Full-Time (40 hrs/week preferred; flexible start possible)
Compensation: Competitive, commensurate with experience
Benefits: Health Insurance, 401(k) match

About Us

Precision Safe Sidewalks and Precision Infrastructure Management are fast-growing industry leaders in municipal asset management and ADA compliance. We partner with cities and private entities across the U.S. to improve public infrastructure through patented technology, process innovation, and data-driven decision-making.

We are seeking a full-time Controller to take ownership of the internal accounting and financial operations across multiple entities. You’ll report directly to the CFO (a company owner) and will be responsible for managing financial systems, compliance, reporting, and all back-office finance functions. This is a high-visibility role with the opportunity to step into broader financial leadership as the company scales.

Key Responsibilities

Accounting & Financial Operations

• Lead accounting and bookkeeping across a multi-entity structure
• Maintain and reconcile general ledger, AR/AP, WIP, inventory, credit cards, and bank accounts
• Oversee monthly close process and internal financial reporting
• Reconcile intercompany true-ups across business entities, including quarterly PIM-PSS allocations
• Manage fixed asset records and depreciation
• Support the year-end review and tax process with external accountants
• Issue 1099s and oversee sales tax filings and monthly franchise revenue reporting

Payroll & HR Support

• Process bi-weekly and off-cycle payroll (via TriNet)
• Onboard new employees (I-9s, internal processes)
• Coordinate with HR systems and assist with compliance
• Oversee Certified Payroll review and approval for prevailing wage projects
• Monitor HR compliance

Compliance & Corporate Governance

• Maintain city/state registrations, business licenses, and DMV filings
• Monitor and file property taxes, franchise taxes, estimated payments, and annual reports
• Coordinate K-1 distributions and investor tax filings
• Ensure full corporate compliance across all legal entities
• Manage insurance audits and assist with claims as needed
• Track and renew contractor licenses, bonding, and SAM.gov registration
• Ensure Clean Hands certifications and similar compliance documents are filed as required by local jurisdictions
• Handle miscellaneous paperwork and manage inbound financial or compliance-related correspondence

Financial Strategy & Analysis

• Prepare cash flow reports, budget-to-actuals, and financial dashboards
• Assist with pricing reviews and financial forecasting
• Provide ad hoc reporting and trend analysis for company leadership
• Lead quarterly financial review prep and custom insights

Systems & Process Optimization

• Maintain and improve accounting software (QuickBooks, Bill.com) and integrations with internal platforms
• Collaborate with internal teams on automation (e.g., job costing, payroll tracking, dashboarding)
• Improve documentation, internal controls, and process workflows
• Implement fraud prevention and risk mitigation strategies

Vendor & Contract Oversight

• Manage AP process and vendor records
• Oversee contracts and lead the contract review process, coordinating with legal counsel when needed
• Track certificates of insurance (COIs) and renewal timelines

Qualifications

• Bachelor’s degree in Accounting or Finance required; CPA strongly preferred
• 5–10 years experience in small business accounting or Controller-level finance
• Hands-on experience with QuickBooks and Bill.com
• Familiarity with TriNet or similar payroll/HR platforms
• Proven track record managing multi-entity financials and compliance
• Strong analytical, organizational, and problem-solving skills
• Self-starter mindset with the ability to thrive in a fast-paced, entrepreneurial environment
• Bonus: experience managing legal filings, contract review, or franchise/reporting structures

Work Environment & Growth Opportunity

While the role can begin with flexibility, the responsibilities are full-time in scope. We are looking for someone who is ready to step into a leadership position, grow with the company, and potentially take on greater CFO-level responsibilities over time.

To Apply

Please submit your resume and a brief cover letter outlining your relevant experience and interest in the role.