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The SaaS industry harbors an inconvenient truth: operations typically don't scale efficiently. A conventional VP of SaaS Ops oversees 1-3 products with headcount scaling linearly—more products require proportionally larger teams. Trilogy is demonstrating a different model. We acquire one SaaS company monthly and run 47+ products (expanding toward 100+) with sublinear team expansion, demonstrating that operations can scale via 80-90% automation rather than headcount multiplication.
This goes beyond routine operations maintenance. You'll perform the operational execution that supports 12 acquisitions annually. This is not a corporate IT or infrastructure oversight position. This is a hands-on leadership opportunity for someone who has constructed and owned SaaS Ops at a SaaS company, not merely participated on the team. The optimal candidate combines technical expertise with leadership capability, someone who excels at architecting scalable operational structures, embedding automation, and navigating high-stakes operational choices. You'll own responsibility for establishing the trajectory of SaaS Ops across a varied portfolio of SaaS businesses, guaranteeing smooth product integrations, and deploying AI to build an automated, highly efficient operations engine.
You'll collaborate with world-class peers spanning Engineering, Product, and C-Suite leadership to form and deliver this vision. If you hold firm convictions about how SaaS Ops should function, relish the challenge of refining multi-product environments, and find excitement in pioneering AI-driven operations, this role is designed for you.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.






It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.