This role is designed for operators who take full ownership of multi-million-dollar outcomes — not those who advise from the sidelines or produce status reports. You will assume direct responsibility for the most critical operational challenges spanning a global software portfolio, transforming uncertainty into quantifiable financial results. Your remit includes architecting programs, leading execution, and witnessing your contributions reflected in margin expansion, customer retention metrics, and acquisition integration success.
Trilogy manages an extensive and varied portfolio of enterprise software businesses, each characterized by intricate operational dynamics and significant untapped financial potential. You will spearhead the transformations that unlock this value. From scaling a $2M quarterly renewal uplift program to reducing cloud expenditure without compromising system performance, or integrating a newly acquired company into the Trilogy framework within 30 days — your contributions will be directly visible to senior leadership. Your decisions will shape profitability outcomes across dozens of operating units.
The position suits candidates who flourish in high-visibility, high-autonomy settings. You will leverage cutting-edge AI capabilities such as Claude Code to expedite analysis, structure insights, and generate impact at speeds unattainable by conventional operating teams. Hierarchy and bureaucracy will not constrain you; instead, you will have both the latitude and the mandate to establish clarity, forge alignment, and act with conviction. If solving complex operational challenges and converting them into reliable, repeatable successes energizes you, this role will be an exceptional fit. Apply if you are prepared to lead transformative initiatives that redefine performance across an entire software portfolio.
Architect and execute portfolio-wide transformation programs that produce measurable improvements in customer retention, cloud cost efficiency, and acquisition integration — with direct executive oversight and tangible impact.
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.
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