Vice President - Merger and Acquistions

ConnectPay is seeking a strategic, relationship-driven leader to build our Mergers & Acquisitions function. As M&A, Director, you will play a central role in shaping and executing ConnectPay’s inorganic growth strategy. This position is ideal for a highly motivated professional with proven experience sourcing, evaluating, and executing transactions particularly within the small-to-mid-sized business (SMB) or founder-led space.

You’ll own the full deal lifecycle—from identifying opportunities and building relationships with target companies, to driving due diligence, structuring deals, and facilitating smooth integrations. This is a high-impact, high-visibility role with significant interaction across the executive team, including the CEO, CFO, and President. You will also mentor junior M&A team members and work closely with external advisors to advance ConnectPay’s long-term growth goals.

The current President of our M&A division is planning for retirement and will remain actively involved over the next 6-12 months to mentor and support your transition. This is a rare opportunity for hands-on knowledge transfer and development, with the expectation that you will fully assume leadership of the function within 6–12 months of hire and transition to report directly to the CEO.
 
Key Responsibilities:
M&A Strategy & Pipeline Development

• Lead the development and evolution of ConnectPay’s M&A strategy in alignment with corporate objectives and market dynamics.
• Build and maintain a robust acquisition pipeline across current and adjacent markets, focusing on high-quality small to medium-sized businesses (SMBs) within the payroll and human capital management (HCM) space.
• Proactive source deals through direct outreach, networking, referrals, and strategic partnerships.

Relationship Management & Deal Sourcing

• Cultivate relationships with business owners, founders, CPAs, brokers, and other key influencers.
• Represent ConnectPay at industry events, conferences, and trade shows to increase visibility and uncover new opportunities.

Deal Execution

• Manage end-to-end transaction execution—including due diligence, financial modeling, valuation, negotiations, and deal structuring.
• Lead cross-functional deal teams, ensuring alignment across finance, legal, operations, and executive leadership.
• Prepare and present deal recommendations to the executive team and board.

Team Leadership & Operational Excellence

• Supervise and mentor M&A Associates and Analysts, fostering development and accountability.
• Maintain CRM discipline and manage pipeline reporting, deal metrics, and KPIs.
• Design scalable frameworks to evaluate, prioritize, and integrate acquisition opportunities efficiently.

Qualifications

• Bachelor’s degree required; MBA or equivalent advanced degree preferred.
• 5-8 years of relevant experience in M&A, corporate development, investment banking, private equity, or similar fields.
• Demonstrated success leading SMB or founder-led transactions from sourcing to close.
• Strong financial modeling and analytical skills with a deep understanding of deal mechanics.
• Exceptional relationship-building and communication abilities.
• Highly organized, resourceful, and comfortable working cross-functionally in a dynamic, growth-stage environment.
• High degree of discretion, emotional intelligence, and executive presence.

CP Payroll believes in fair and equitable pay. A reasonable estimate of this role's hiring base salary range is $160,000 - $200,000 range depending on a variety of factors, including but not limited to a candidate’s education, training, experience, location, and internal equity. In addition to base salary, all CP Payroll team members receive equity and participate in either an annual bonus plan, based on company and individual performance, or a role-based sales incentive plan.

For commission-based roles: This role is eligible for a sales incentive plan with on-target earnings (OTE) of $210,000- $275,000  including base salary and commission. The commission structure will be shared in detail during the interview process.

At CP Payroll, we are proud to offer a comprehensive team member benefits package, including 401(k) with company contributions, group medical, dental, and vision coverage, life insurance, short and long-term disability insurance, and flexible spending accounts.

CP Payroll is an equal opportunity employer. We are committed to a work environment free from discrimination and harassment. All employment decisions are made without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, marital status, veteran status, or any other protected characteristic under applicable law.