Controller

PuzzleHR

$125K — $150K *
US-Anywhere
+ 2 other locationsRemote
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in accounting, finance, or related field.
  • 10+ years of progressive accounting experience, including 5+ years in a senior leadership role.
  • Deep knowledge of U.S. GAAP and full-cycle close process ownership.
  • Experience managing and developing accounting teams.
  • Hands-on experience with modern ERP/accounting systems and advanced Excel skills.

Responsibilities

  • Own and streamline the monthly, quarterly, and annual financial close processes.
  • Prepare and review financial statements for multiple entities/locations.
  • Deliver comprehensive management reporting and KPI dashboards to executives.
  • Direct accounts payable, receivable, payroll accounting, and general accounting functions.
  • Enforce internal controls to safeguard assets and ensure accuracy in financial reporting.
  • Serve as the primary contact for external auditors and tax compliance, managing audits and regulatory filings.
  • Partner with the executive team in budgeting and financial planning.

Benefits

  • Hybrid work environment with travel requirements for the Tampa office.
  • Opportunity for mentorship and team development.
  • Exposure to multi-state financial operations and compliance.
  • Involvement in strategic financial planning and M&A activities.
  • Access to ERP and finance systems improvements and automation initiatives.
Full Job Description
Job Title: Controller

Department: PuzzleHQ

Location: Hybrid - Central and Southwest Florida (Orlando, Tampa Bay, and Sarasota areas)

FLSA Status: Exempt

Revised: 08/20/2026

Job Summary

The Controller is a senior, hands-on accounting leader responsible for the integrity of the company's financial records, the monthly and annual close process, internal controls, and day-to-day accounting operations. The Controller is a highly experienced accounting professional who has operated in a high-transaction-volume, multi-entity, and/or multi-state environment, ideally within professional services, staffing, PEO, or HR services, and who is comfortable both directing a team and personally rolling up their sleeves. The Controller will manage a team of accounting professionals and play a central role in financial reporting, compliance, cash management, and process improvement as the company continues to grow.

This is a hybrid position requiring the need to travel to our Tampa, Florida office as needed.

Job Duties and Responsibilities

Financial Reporting & Close
  • Own the monthly, quarterly, and annual close process, ensuring accurate and timely GAAP-compliant financial statements.
  • Prepare and review consolidated financial statements across multiple entities and/or locations, as applicable.
  • Deliver management reporting packages, KPI dashboards, and variance analysis to the executive team and ownership/board as required.
  • Maintain the general ledger, chart of accounts, and month-end close checklist; drive continuous reduction in close-cycle time.

Accounting Operations & Internal Controls
  • Directly manage accounts payable, accounts receivable/billing, payroll accounting, fixed assets, and general accounting functions.
  • Design, document, and enforce internal controls (SOX-lite or formal SOX, as applicable) to safeguard company assets and ensure accurate financial reporting.
  • Oversee client billing and revenue recognition specific to a professional services / HR services model, including gross vs. net billing treatment where relevant.
  • Ensure accurate accounting for payroll tax liabilities, workers' compensation, benefits administration, and other HR-services-specific cost pools.

Compliance, Audit & Tax
  • Serve as primary point of contact for external auditors, tax preparers, and banking relationships; manage the annual audit and/or review process.
  • Ensure compliance with multi-state payroll tax, sales/use tax, and other regulatory filing requirements relevant to multi-state professional services.
  • Maintain compliance with applicable federal, state, and local regulations, including coordination on 401(k)/benefit plan audits where applicable.

Planning, Cash & Treasury
  • Partner with the executive team on annual budgeting, rolling forecasts, and long-range financial planning.
  • Manage daily cash positioning, banking relationships, and line-of-credit compliance and reporting.
  • Monitor working capital, including accounts receivable aging/collections and accounts payable, to support healthy cash flow.

Leadership & Business Partnership
  • Act as a trusted financial advisor to the executive leadership, and operational leaders across the business.
  • Lead or support ERP and finance systems improvements, automation, and process standardization as the company scales.
  • Support due diligence, M&A integration, or new-entity onboarding activity as the company grows (as applicable).
  • Recruit, mentor, and develop a high-performing accounting team; set clear goals and provide ongoing coaching and performance management.

Required Skills
  • Deep working knowledge of U.S. GAAP and demonstrated ownership of a full-cycle, monthly/annual close process.
  • Proven experience managing and developing an accounting team (staff accountants, AP/AR).
  • Hands-on experience with a modern ERP/accounting system (e.g., QuickBooks, NetSuite, Sage Intacct, Microsoft Dynamics, or similar) and advanced Excel skills.
  • Experience with payroll tax compliance across multiple states and/or co-employment/PEO accounting models.
  • Strong communication skills and demonstrated ability to present financial information clearly to non-financial executives and ownership.

Education and Experience
  • Bachelor's degree in accounting, finance, or related field.
  • 10+ (Ten) years of progressive accounting experience, including at least 5 (five) years in a Controller or senior accounting leadership role preferred.
  • Certified Public Accountant a plus.
  • Experience in professional services, staffing, PEO (Professional Employer Organization), or HR outsourcing/services industries preferred.


Physical Requirements
  • Prolonged periods of sitting at a desk and working on a computer.
  • Must be able to move up to 15 pounds at times.
  • Must be able to participate in video conferences/meetings.


Salary Description

$125,000.00 - $150,000.00

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