About the Company
Sterling Roofing is a roofing and gutter company operating across two locations in Billings, MT and Greybull, WY. We are backed by Bluebird Capital, a private equity firm building a portfolio of best in class home services companies across the country. Sterling has strong market presence, a real customer base, and the backing of an organization with resources, systems, and serious growth ambitions.
We are open to relocating the right person!
We are looking for a General Manager who can own the business from the ground up. Not a figurehead. Not someone who manages from a desk. Someone who sells, who builds a team, who holds people accountable, and who treats this business like it is theirs because the compensation structure makes it partly theirs.
The Role
This is a ground level leadership role. You will be responsible for sales, team performance, operations, and financial results across both locations. You report directly to the COO of Bluebird Capital and have a direct line to ownership. You will be expected to bring energy, accountability, and a sales first mindset to everything you do.
Sales
• Actively sell roofing and gutter jobs. This is not optional. The GM at Sterling sells.
• Prospect, estimate, and close residential and commercial roofing and gutter projects
• Build and maintain relationships with property managers, insurance adjusters, and repeat customers
• Develop and grow the contractor and builder referral pipeline
• Set and track weekly sales targets for yourself and the team and hold the number accountable
Operations
• Own day-to-day operations across both the Billings and Greybull locations
• Manage scheduling, production, crew deployment, and job completion from estimate to close
• Ensure every job is completed on time, on budget, and to the quality standard that earns repeat business and referrals
• Maintain job tracking and documentation in AccuLynx across both locations
◦ AccuLynx experience or roofing industry experience is required for this role. If you have not used AccuLynx, you need to have run roofing operations in a comparable FSM.
• Manage materials procurement, vendor relationships, and supplier credit in coordination with the COO
• Coordinate with the local admin on invoicing, payables, payroll calculation, and compliance
Team Leadership
• Lead, manage, and hold accountable a team of field crew, sales reps, and support staff across both locations
• Recruit, interview, and hire for open roles
• Onboard and train new hires on company standards, systems, and expectations
• Run weekly L10 meetings with your team using the EOS framework we are implementing across the portfolio
• Coach underperforming team members directly and make the hard call when someone is not the right fit
• Build a culture where accountability is the standard, not the exception
Financial Performance
• Own the P&L. Revenue, gross margin, and EBITDA are your numbers.
• Monitor job level profitability and catch margin leaks before they become trends
• Manage ad spend in coordination with the COO and hold lead generation accountable to a cost-per-lead target
• Approve location-level expenses within your authority and flag anything outside it to the COO
• Work with the local admin and Senior Accountant to ensure books are current and payroll is submitted on time each cycle
Growth & Reporting
• Participate in weekly check-ins with the COO to report on revenue, pipeline, team health, and open issues
• Build out the gutter division alongside the roofing core as the business grows
• Identify and execute on opportunities to expand market share in the Billings and Greybull markets
• Contribute to the overall Bluebird portfolio growth strategy as a senior operator in the network
Must Have
• 5 or more years of leadership or management experience in roofing, construction, or a comparable home services trade
• Hands on roofing experience. You need to understand the trade, the materials, the estimating process, and the job cycle.
• AccuLynx experience or equivalent roofing FSM experience. If you have run roofing operations at scale, you know these tools.
• A proven sales track record. You have personally sold roofing or similar projects and can go close a deal today if needed.
• Experience managing crews in the field. You know what good looks like on a job site and you hold people to it.
• Financial literacy at the business level. You can read a P&L, understand margins, and know when a job is going the wrong direction before it is too late.
Strong Plus
• Experience managing multiple locations or crews across different geographies
• Background in hail or storm damage roofing. The Billings market has a strong storm component.
• Prior experience with EOS (Entrepreneurial Operating System) or structured meeting and accountability frameworks
• Existing relationships in the Billings construction or insurance adjuster community
The Person
• You are a seller first. You do not wait for leads to come to you.
• You hold people accountable without making it personal. Your team respects you because you lead from the front.
• You thrive in an environment with high expectations and real autonomy. You do not need to be managed.
• You want equity-like upside. You want to be paid on what you build, not just what you show up for.
• You are comfortable being accountable to a COO who is hands-on and expects data, not excuses.
Compensation
Compensation is structured to reward performance. The base is competitive. The real upside is in the profit distribution.
Locations: Billings, MT and Greybull, WY (physically present at both)
Reports To: COO, Bluebird Capital
Bonus Points
• Experience scaling a roofing company through a period of rapid growth
• Background in insurance claims, public adjuster relationships, or supplement writing
• Track record of building a contractor or commercial referral channel from scratch
• Experience managing seasonal crews and navigating the workforce challenges that come with weather-driven demand