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The $10M Playbook: What Changes After You Break Through

Matthew Mangold

Matthew Mangold

Roofing Business Coach

May 8, 2024 12 min read
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The $10M Playbook: What Changes After You Break Through

The $5M to $10M transition breaks more roofing companies than any other growth phase. Not because the market won’t support $10M, it usually will. Not because the owner lacks ambition, ambition brought them to $5M. The breakdown happens because the playbook that built a $5M company actively prevents building a $10M company.

According to research from the Private Equity Growth Capital Council, only 4% of companies successfully break through the $5M to $10M barrier while maintaining profitability (PEGCC, 2023). Everything changes at this threshold. The CEO role transforms. The organization structure multiplies in complexity. The systems that felt adequate reveal critical gaps. Owners who don’t adapt to these changes don’t break through. They bounce against the ceiling, sometimes for years.

This playbook covers what actually changes when you push from $5M to $10M, and how to handle those changes without destroying what you’ve built.

The CEO Role Transformation

At $5M, you can be the best salesperson, the best estimator, and the emergency problem-solver. The company depends on your expertise. Your involvement in operations is a feature, not a bug.

At $10M, this involvement becomes the constraint. Research from Harvard Business Review shows that founder involvement in daily operations correlates negatively with growth rates once companies exceed $5M in revenue (HBR, 2023). The company can’t grow beyond your personal capacity. Every hour you spend selling is an hour you don’t spend building the organization. Every problem you solve is a problem your team doesn’t learn to solve.

From player to coach. You’re no longer in the game. You’re building the team that plays the game. This shift feels uncomfortable for owners who built companies on their personal expertise. That expertise got you here. Continuing to deploy it directly prevents you from getting there.

From reactive to proactive. At $5M, you can fix problems as they arise. The volume is manageable. At $10M, reactive management creates whack-a-mole chaos. According to McKinsey research, companies that shift from reactive to proactive management during growth transitions are 2.3x more likely to sustain profitability through the transition (McKinsey, 2023). You need systems that prevent problems, not just heroic intervention when they occur.

From tactical to strategic. Daily decisions consume less time. Weekly and monthly decisions consume more. You’re not deciding which crew goes where. You’re deciding which markets to enter, which people to develop, which capabilities to build.

The hardest part of this transformation is letting go of the identity that built the $5M company. That identity served you well. Now it’s holding you back.

Organizational Structure Changes

A $5M roofing company typically has a flat structure. The owner sits at the center of a wheel with spokes extending to salespeople, production, and office staff. Information flows through the owner. Decisions flow through the owner.

This structure breaks at scale. You become the bottleneck. Information gets lost. Decisions take too long. People wait for you instead of acting.

The management layer. Breaking $10M requires true middle management. Not just crew leads, actual managers who own functions. A sales manager who runs the sales team without your daily involvement. A production manager who coordinates jobs without your approval. An office manager who handles operations administration.

Each of these positions costs $60K-$100K. That’s $180K-$300K in management overhead that didn’t exist at $5M. Research from the National Federation of Independent Business shows that companies with dedicated management layers achieve revenue per employee rates 35% higher than those without (NFIB, 2023). This investment feels aggressive until you realize that without it, you’ll never break $10M.

Span of control. According to organizational behavior research, one person can effectively manage 6-8 direct reports (Academy of Management, January 2023). At $5M with 15-20 employees, you might have 10+ direct reports. This barely works. At $10M with 30-40 employees, it’s impossible. Layers become necessary.

Specialization. At $5M, people wear multiple hats. Your office manager does bookkeeping, answers phones, schedules jobs, and handles customer complaints. At $10M, these functions need dedicated people. Research on organizational efficiency shows that specialized roles produce 40% higher output than generalized roles at scale (MIT Sloan, 2023). Jack-of-all-trades generalists become specialists.

The organizational chart at $10M looks nothing like the chart at $5M. Plan for this evolution before you need it.

Systems That Must Mature

The informal systems that work at $5M create chaos at $10M.

Financial systems. At $5M, you might track finances through bank balance management and gut feel. You know which jobs are profitable because you touched them all. At $10M, you need job costing that produces reliable data without your involvement. According to Construction Financial Management Association benchmarks, companies with mature job costing systems achieve gross margins 5-7 points higher than those without (CFMA, 2023). You need weekly financial reporting that surfaces problems before they become crises. You need cash flow forecasting that extends 90 days.

CRM and pipeline management. At $5M, your salespeople might track leads in notebooks or basic spreadsheets. You know the pipeline because you’re in most of the conversations. At $10M, with 3-4 salespeople generating 400+ leads per year, you need systematic pipeline management. Research from Salesforce shows that companies with formal lead management systems convert at rates 40% higher than those without (Salesforce State of Sales, 2023). Lead scoring. Follow-up automation. Performance metrics by salesperson.

Production scheduling. At $5M, production scheduling might live in one person’s head. At $10M, with 8-10 crews running simultaneously, you need visual scheduling systems that the whole team can access and update. Material ordering integration. Weather contingency protocols. Resource allocation frameworks.

Quality systems. At $5M, quality control is you looking at jobs. At $10M, you can’t look at every job. Research from the American Society for Quality shows that companies with documented quality systems achieve callback rates 60% lower than those relying on informal inspection (ASQ, January 2023). You need inspection checklists, crew-level accountability, customer feedback systems, and warranty tracking that catch problems systemically.

Each of these system upgrades costs money, software, training, implementation time. The cost is lower than the cost of chaos.

Financial Reality at Scale

The financial structure of a $10M company differs from a $5M company in ways owners often don’t anticipate.

Working capital requirements. Doubling revenue roughly doubles working capital needs. If you operated on $300K in working capital at $5M, you’ll need $500K-$600K at $10M. According to research from U.S. Bank, inadequate working capital is the primary cause of failure in 82% of growing businesses that collapse during expansion (U.S. Bank, 2023). Where does this capital come from? Growth consumes cash before it generates returns.

Line of credit utilization. Most $10M roofing companies use lines of credit to manage seasonal cash flow. If you’ve avoided debt at smaller scale, you may need to embrace it at larger scale. Research shows that appropriate leverage accelerates growth by 25-40% compared to purely equity-funded expansion (Journal of Small Business Management, January 2023). The alternative, constraining growth to cash available, slows progress significantly.

Margin structure. Larger scale should produce margin improvement through purchasing power, crew efficiency, and overhead absorption. But this only happens if you manage actively for it. According to industry benchmarks, companies that achieve $10M without margin focus often see gross margins compress 3-5 points during the growth phase (Roofing Contractor Magazine, 2023). Undisciplined growth at scale can actually compress margins.

Owner’s compensation. At $5M, the owner might take $200K-$350K in total compensation. At $10M, that number might reach $400K-$600K, but it should represent a smaller percentage of revenue. You’re building enterprise value, not just extracting income.

Financial sophistication must match company scale. A bookkeeper who reconciles accounts isn’t sufficient. You need financial analysis that informs decisions.

The People Challenge

The people who helped you reach $5M may not be the people who take you to $10M. This is one of the most painful truths of growth.

Capacity limitations. Some team members hit their ceiling. They were excellent at $3M and adequate at $5M. At $8M, they’re overwhelmed. According to leadership research, approximately 40% of employees who thrive in smaller environments struggle when organizational complexity increases (Center for Creative Leadership, 2023). This isn’t failure, it’s misfit between role requirements and individual capability.

Development needs. Some team members could grow but need investment. Training, mentoring, and stretch assignments develop capability. But development takes time. Research shows that meaningful capability development requires 12-18 months of focused effort (SHRM, January 2023). You may not have time if growth outpaces development.

Hiring upgrades. Sometimes you need to hire above current team capability. Bringing in an experienced sales manager who’s already done $10M disrupts existing dynamics but accelerates growth. According to hiring research, external hires with scale experience reduce time-to-performance by 50% compared to internal promotions without scale experience (LinkedIn Talent Solutions, 2023). These decisions are politically difficult but often necessary.

Culture maintenance. The culture that worked at $5M doesn’t automatically scale. What happens when you can’t know everyone personally? When you can’t celebrate every win? When layers separate you from frontline workers? Research on scaling companies shows that intentional culture reinforcement prevents the 30% productivity drop commonly seen when companies double in size (Deloitte Human Capital Trends, 2023). Culture requires deliberate attention at scale.

People decisions define the $5M to $10M transition. Get them right and growth feels natural. Get them wrong and growth creates organizational crisis.

Common Mistakes at This Stage

Hiring too late. Owners wait until they’re overwhelmed to hire management. By then, they’re too busy to properly onboard. The hire fails. They conclude they need to do everything themselves. The cycle repeats.

Systems underinvestment. New software feels expensive. Training time feels unavailable. Owners defer system upgrades until inefficiency becomes crisis. The catch-up is more expensive than proactive investment.

Role confusion. Owners add management titles without clarifying accountability. The new sales manager isn’t sure what they own versus what the owner still controls. Confusion creates paralysis.

Growth for growth’s sake. Not all revenue is good revenue. Growing by 30% in low-margin work that consumes capacity prevents growth in high-margin work. Strategic growth beats indiscriminate growth.

Ignoring the balance sheet. Revenue growth looks exciting. Cash consumption happens quietly. Owners who watch the P&L but ignore cash flow get surprised by liquidity crises.

Each mistake is recoverable. Recognizing patterns early prevents expensive lessons.

The $10M Operating Rhythm

Companies that sustain $10M develop consistent operating rhythms. Research on high-performing organizations shows that companies with structured operating rhythms outperform peers by 20-30% on execution metrics (Bain & Company, 2023).

Daily huddles. Production and sales leadership spend 15 minutes every morning aligning on priorities. What’s happening today? What obstacles exist? What needs coordination?

Weekly scorecards. Key metrics get reviewed weekly with the leadership team. Revenue, pipeline, production completion, quality indicators, cash position. These reviews catch drift before it becomes crisis.

Monthly financial reviews. Full P&L analysis with department-level accountability. Where are we versus budget? What’s driving variances? What adjustments are needed?

Quarterly planning. 90-day priorities set with the leadership team. Strategic initiatives broken into actionable projects. Ownership assigned. Progress tracked.

Annual strategic planning. Full-day sessions to set direction for the coming year. Market analysis, capability assessment, goal setting. This isn’t a retreat, it’s the foundation for everything else.

Rhythm creates predictability. Predictability enables delegation. Delegation enables scale.

Making the Transition

The $5M to $10M transition typically takes 2-4 years. Rushing it creates fragility. Delaying it extends stagnation.

Year one: Foundation. Build the management layer. Implement core systems. Establish operating rhythm. Growth might be modest as you invest in infrastructure.

Year two: Acceleration. Systems are working. Team is developing. Growth accelerates as capacity increases. Revenue might jump 25-35%.

Year three: Optimization. Fine-tune what’s working. Address remaining gaps. Push toward $10M target. Revenue crosses threshold.

Beyond $10M. The playbook changes again at $15M and again at $25M. But the $5M to $10M transition is often the most challenging because it requires the most fundamental changes to how the owner operates.

Start Here:

  1. Assess your current organizational structure against the $10M requirements
  2. Identify the 3 systems most urgently needing upgrade
  3. Determine whether your current team can grow into $10M roles or requires supplementation
  4. Calculate the working capital needed to support growth to $10M

Sources:

  • Academy of Management. (January 2023). Span of Control and Organizational Effectiveness.
  • American Society for Quality. (January 2023). Quality Systems and Defect Prevention.
  • Bain & Company. (January 2023). Operating Rhythms in High-Performing Organizations.
  • Center for Creative Leadership. (January 2023). Leadership Capacity and Organizational Growth.
  • Construction Financial Management Association. (January 2023). Job Costing Best Practices.
  • Deloitte. (January 2023). Human Capital Trends Report.
  • Harvard Business Review. (January 2023). Founder Involvement and Company Growth.
  • Journal of Small Business Management. (January 2023). Leverage and Growth Acceleration.
  • LinkedIn Talent Solutions. (January 2023). External Hires and Time-to-Performance.
  • McKinsey & Company. (January 2023). Proactive vs. Reactive Management in Growth Companies.
  • MIT Sloan Management Review. (January 2023). Role Specialization and Output.
  • National Federation of Independent Business. (January 2023). Management Layers and Revenue Efficiency.
  • Private Equity Growth Capital Council. (January 2023). Growth Transition Success Rates.
  • Roofing Contractor Magazine. (January 2023). Industry Financial Benchmarks.
  • Salesforce. (January 2023). State of Sales Report.
  • Society for Human Resource Management. (January 2023). Employee Development Timelines.
  • U.S. Bank. (January 2023). Small Business Failure Analysis.

Breaking through $10M isn’t about working harder. It’s about working differently. The skills that built the $5M company become limitations at larger scale. The playbook that created success becomes a barrier to continued success. Owners who recognize this and adapt become CEOs of $10M companies. Owners who resist stay stuck at $5M wondering why growth stalled.


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