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American Operator

Portfolio CEO: Commercial Roofing Company

Boston, MA

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hirly's read of this role

Role family
Sales
Seniority
Executive
Stated salary
$170,000 per year
Country
US
Work mode
On-site / unstated
First seen by hirly
2 Sept 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

ABOUT AMERICAN OPERATOR

American Operator exists to keep the American Dream alive through small-business leadership and ownership. We place experienced operators into businesses of retiring owners who want their life's work placed in the hands of leaders who care. Over time, our CEOs follow a clear pathway to earn significant equity in the business they lead.

ABOUT THE ROLE

We are looking for an experienced operator to lead a commercial roofing company as CEO in partnership with American Operator. This is a rare opportunity to step into an entrepreneurial opportunity where the business is already profitable, has a strong reputation, a loyal customer base, and an experienced team already in place. This business has found a niche in an institutional market which leads to recurring repair and service work.

As CEO, you'll assume full responsibility for day-to-day operations, team leadership, and P&L performance. This is not a turnaround situation, it's an opportunity to build on a solid foundation. Your focus will be on developing and growing a great team, driving revenue through project expansion, executing with operational discipline, and scaling the business from a position of strength.

American Operator will be your partner from day one, providing strategic support, resources, and guidance while empowering you to lead independently. Most importantly, you'll have a clear path to earning significant equity ownership in the business you grow and lead.

WHAT YOU'LL DO

Own the day-to-day operations and P&L of a commercial roofing company

Step in as the next leader of a newly acquired business and lead the team and customers through the ownership transition

Own accurate job estimating and stand up an estimating function to win new commercial business

Steward the institutional and commercial relationships that anchor the business, earning repeat work through trustworthy, responsive service

Recruit, manage, and develop a high-performing field team to expand the company’s project capacity

Partner with American Operator on strategy, budgeting, and growth planning

REQUIREMENTS

10+ years of leadership experience running a construction, contracting, or specialty-trade business

Proven experience owning P&L performance and driving project-level margin and profitability

Estimating experience with the ability to price and win institutional and commercial work

Experience leading and scheduling field crews to deliver projects safely, on time, and on budget

Experience building high performance teams with accountability for hiring and firing

Experience personally owning and growing high-trust customer relationships in an institutional, municipal, commercial, or other referral-driven market

Entrepreneurial leader who can set the vision and lead a business through an ownership transition

WHAT SETS YOU APART

Estimated commercial, institutional, or specialty roofing projects

Stepped in as the new leader after an ownership or leadership transition and earned the trust of a long-tenured team

Worked on historic or institutional buildings and know the specialty materials and codes they demand

Grown a trades business by adding crews and labor capacity, and brought basic systems (CRM, job costing) into a shop that ran on word of mouth

You have scaled a founder-led contracting or trades business

Hold, or the ability to obtain, a Massachusetts Construction Supervisor License (CSL) and Home Improvement Contractor (HIC) license

COMPENSATION

Base salary: $170,000, plus a 20% performance-based bonus opportunity, distributions, and meaningful equity participation beginning at 10% ownership, with the potential to increase ownership based on performance and value creation. Total compensation varies by portfolio company, individual performance, and deal structure, and includes a comprehensive benefits package.

LOCATION

This opportunity is located in the greater Boston metro area. The exact location of this business will be revealed during the interview process. Relocation will be required if you are not currently in or near the market of the opportunity.

Ready to lead the next chapter? Before you apply, we encourage you to visit americanoperator.com to learn more about who we are, how we work, and what our operators have to say about the experience. When you are ready, apply today to start the conversation.

Original posting on American Operator's site ↗

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