Pine Tree Staffing Jobs in Usa

Diverse Staffing Services, Inc. is currently seeking a senior executive who will be accountable for the financial, accounting, payroll, tax, compliance, and transactional integrity of Diverse Staffing Services, Inc. and its affiliated entities. This is a builder‑operator role, not a passive finance seat.

The Group CFO will initially launch, scale, and integrate a new payroll, EOR, and workforce compliance services division while standardizing and modernizing financial operations across the Diverse enterprise. A critical component of this role is leading merger and acquisition strategy and execution, including diligence, valuation, integration, and long‑term enterprise value creation. The role is designed to ultimately assume full enterprise CFO responsibility upon the planned retirement of the current CFO.

This position requires deep experience in multi‑unit, national staffing and employment solutions, high‑volume payroll operations, and acquisition‑driven growth.

Core Accountabilities

Enterprise Financial Leadership & Strategy

• Own enterprise‑wide financial strategy across all operating entities and business lines.
• Serve as the financial right‑hand to the Owner/Managing Partner, advising on growth, risk, and capital allocation.
• Lead capital planning, cash forecasting, margin strategy, and risk modeling for a national, multi‑entity organization.
• Establish financial guardrails supporting organic growth, mergers, acquisitions, and new service lines.
• Maintain full P&L accountability for Diverse Workforce Solutions and other designated business units.
• Develop and maintain financial models supporting national staffing, payroll, EOR, and employment‑services economics.

Mergers, Acquisitions & Integration Leadership

• Lead the financial aspects of mergers, acquisitions, and strategic investments, including:
• Financial due diligence and quality of earnings analysis
• Valuation modeling and transaction structuring
• Assessment of payroll, tax, and compliance exposure
• Oversee post‑acquisition integration, including financial systems, payroll operations, reporting, and internal controls.
• Standardize financial operations across acquired entities while preserving operational continuity.
• Ensure the enterprise is transaction‑ready from a financial, audit, and compliance perspective.

Accounting, Controls & Audit

• Direct all accounting functions across the enterprise, including GL, AP, AR, revenue recognition, and close processes.
• Implement and maintain audit‑ready financials across all entities, including newly acquired businesses.
• Design internal controls aligned with payroll, EOR, co‑employment, and staffing risk exposure.
• Oversee external audits, tax reviews, lender reviews, and compliance examinations.

Payroll, Tax & Workforce Compliance

• Own high‑volume, multi‑state payroll funding and execution for national client workforces.
• Ensure compliance with:
• Federal, state, and local payroll tax laws
• W‑2 / 1099 classifications
• EOR, co‑employment, wage and hour, and staffing‑related exposure
• Lead payroll tax strategy, filings, reconciliations, audits, and remediation efforts.
• Actively monitor legislative and regulatory changes impacting staffing, payroll, and employment services.

Systems, Automation & Scalability

• Select and implement best‑in‑class payroll, HRIS, and accounting platforms capable of supporting national scale and acquisitions.
• Drive automation, data integrity, and reporting accuracy across the enterprise.
• Ensure integration across ATS, HR, payroll, billing, and finance systems, including acquired platforms.
• Partner with technology leadership on security, data governance, and system controls.

Leadership, EOS & Succession

• Serve as EOS financial seat owner for the enterprise.
• Build, mentor, and scale a high‑performing finance and payroll organization.
• Own Scorecards, Rocks, and L‑10 reporting.
• Lead CFO succession planning and transition over a planned 24‑month period.

Legal & Structural Business Partnership (Non‑Attorney)

• Interpret and advise on:
• Client MSAs, staffing agreements, and payroll/EOR contracts
• Partnership, acquisition, and entity structures
• Risk allocation and indemnification concepts
• Partner closely with external legal counsel (non‑practicing role).

Required Experience & Profile

Essential

• 12–15+ years of progressive finance leadership, including a minimum of 5 years at the C‑level.
• Proven merger and acquisition leadership, including diligence, integration, and scaling acquired entities.
• Builder mindset with demonstrated success designing systems, teams, and processes from the ground up.
• Deep expertise in multi‑state payroll tax compliance and high‑volume payroll operations.
• Experience in privately held, multi‑entity organizations, preferably within staffing or employment services.
• Strong FP&A leadership supporting growth, acquisitions, and margin optimization.

Preferred

• Documented success in financial leadership within staffing, EOR, PEO, or workforce solutions organizations.
• Experience supporting national, multi‑unit operations and transaction‑driven growth.
• Strong EOS fluency or demonstrated ability to operate within EOS.
• CPA, CMA, or MBA strongly preferred.

Diverse Staffing Services, Inc. is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, disability, gender identity, protected veteran status or other protected status. Diverse Staffing is committed to providing jobs for veterans transitioning to civilian life.

This role requires consistent daily prospecting and outreach to healthcare organizations to develop new client relationships.

Position Summary:

The Healthcare Staffing Sales Executive is responsible for driving new business development and managing client relationships within an assigned territory. This role focuses on identifying healthcare organizations that need staffing support and presenting MediQuest staffing services. This position requires strong prospecting skills, the ability to build long term partnerships, and a consultative approach to selling healthcare workforce solutions.

Responsibilities:

• Proactively identify and develop new healthcare clients within hospitals, healthcare systems, medical groups, and outpatient clinics

• Build a consistent pipeline of new clients through daily outreach and relationship building

• Schedule meetings with decision makers including HR leaders, Talent Acquisition professionals, Administrators, Procurement, and Healthcare Executives

• Conduct sales presentations that highlight MediQuest healthcare staffing and medical staffing services

• Provide pricing proposals and negotiate service agreements with new and existing clients

• Build and maintain strong client relationships to ensure long term partnerships and repeat business

• Maintain disciplined sales activity including prospecting, follow-up, and CRM documentation

• Collaborate closely with recruiting teams to ensure successful candidate placements and long-term client satisfaction

• Manage a consistent sales pipeline through CRM activity and territory planning

• Maintain a high level of responsiveness and service to healthcare clients

Traits That Lead to Success:

• Comfortable initiating conversations with new contacts and asking for meetings

• Persistent and resilient when prospecting and developing new relationships

• Organized and disciplined in maintaining consistent follow-up with prospects

• Naturally curious and consultative when learning about healthcare workforce challenges

• Ability to build credibility and trust with healthcare administrators and clinical leaders

• Strong listening ability and curiosity to uncover a client’s workforce challenges, allowing you to tailor staffing solutions that address their specific needs

Qualifications:

• Bachelor’s degree preferred or equivalent professional experience

• Two to three years of sales experience preferred

• Experience in healthcare or medical staffing sales, or business development in healthcare preferred

• Experience selling to hospitals, medical groups, or healthcare organizations is a plus

• B2B sales experience, preferably selling a service

• Strong communication and relationship building skills

• Highly organized with strong time management abilities

• Self-motivated and able to manage a sales territory independently

• Comfortable with prospecting, cold outreach, and networking

• Proficiency with CRM systems and standard business software

Compensation and Benefits:

• Competitive base salary plus commission structure

• Base salary: $70,000 – $90,000 depending on experience

• Uncapped commission structure based on new business development and client growth

• Quarterly New Client Bonuses

• Annual Bonus for exceeding Gross Margin target

• Opportunity to grow within an established healthcare staffing organization

• Strong recruiting and operational support

• Established brand with over 50 years in the staffing industry

About MediQuest Staffing:

MediQuest Staffing, a division of Kimco Staffing Services, connects healthcare organizations with skilled professionals who support patient care and clinical operations. Since 1965, MediQuest has partnered with hospitals, medical groups, outpatient clinics, and healthcare organizations to provide reliable healthcare recruiting and staffing solutions.