How do governance issues emerge as companies cross different revenue thresholds?

As businesses evolve through different lifecycle stages, the organizational makeup changes significantly. The leadership team required at $25 million revenue differs markedly from what’s needed at $50 or $100 million. Early-stage companies (0-$25M) typically operate with entrepreneurial leadership focused on creation and possibilities. However, as companies grow, they need experienced operators who can manage day-to-day operations while entrepreneurs focus on innovation.

What challenges arise with executive compensation and shareholding structures?

Key considerations include executive compensation packages, board positions, and equity arrangements. Problems can arise when executives who performed well at lower revenue levels struggle at higher levels, especially if they own significant company shares. This raises questions about share recovery mechanisms through shareholder agreements, restricted stock purchase agreements, or consulting agreements.

How do leadership requirements change between $25M and $50M revenue stages?

As companies grow, they need more formal systems and processes for audit control and operational efficiency. B2B clients expect higher standards, insurance requirements increase, and the transition from startup mentality to structured operations requires different leadership skills. While some leaders excel at bringing order to chaos, others prefer stability and rigid processes.

What problems can outdated operating agreements or shareholder structures create?

Crowdfunding scenarios can create complex cap tables with hundreds of shareholders, making management challenging. Age-related transitions around 60 years old often trigger succession planning needs. Unanimous decision-making requirements in outdated agreements can lead to disputes when strategic visions diverge between partners.

When should companies implement formal legal governance?

While ideally implemented from the start, formal legal governance becomes crucial before seeking external funding, granting equity to partners, or pursuing debt financing. Regular reviews every 12-24 months help ensure documentation reflects current business reality and value.

What’s the key advice for founders aiming to scale cleanly?

View legal compliance costs as an investment in business returns. Proper documentation and regular updates are less expensive than non-compliance consequences. Regular review of agreements like buy-sell provisions ensures they remain aligned with current business value and protect both the company and stakeholders’ families.