Director of Strategy and Operations

$200,000 USD/year ^{Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks}  ($100 USD/hour)

This role does not resemble a traditional VP position. You will not manage a team. No recurring meetings will fill your calendar. You will not create quarterly strategy presentations or maintain steady-state operations.

Your responsibilities will include executing M&A diligence and integration for enterprise software companies, managing P&L objectives for business units, developing AI automations with cutting-edge tools, negotiating contracts with vendors, and delivering presentations to portfolio CEOs, CFOs, and functional leaders. You will handle all of these responsibilities independently and simultaneously across multiple companies.

Trilogy purchases distressed enterprise software companies and executes turnarounds, targeting one acquisition per week. The VP of Operations team consists of 10 professionals managing operations for 50+ portfolio companies. The work encompasses three primary areas: acquisitions (complete process from diligence through integration), serving as de facto COO for business units (managing budgets, P&L, and vendors), and consulting with central functions (Support, SaaS, Engineering) to align their initiatives with business outcomes.

This is a high-stakes, high-visibility position where each day presents different challenges. You will shape decisions among key stakeholders throughout the organization, including portfolio CEOs, functional leaders, and deal-side partners. Success in this role requires building conviction independently, presenting evidence clearly, and driving stakeholders to action without waiting for consensus.