SVP of Operational Transformation, Trilogy

SVP of Operational Transformation, Trilogy (Remote) - $400,000/year USD $200/hr (based on $400k/year) This role is built for operators who own multi‑million‑dollar outcomes—not those who advise on them or simply report findings. You will assume direct accountability for the most critical operational challenges within a global software portfolio, converting uncertainty into concrete financial results. Your remit includes designing the programs, leading their execution, and seeing your efforts reflected in margin expansion, retention gains, and acquisition integration success. What You Will Be Doing Driving cross‑functional customer renewal programs that avert ≥$2M ARR churn per quarter by diagnosing root causes and coordinating product, support, and finance teams around unified corrective action. Overseeing cloud optimization efforts that cut AWS expenditure by $500K or more quarterly while preserving system performance and reliability. Managing acquisition diligence and integration frameworks that uncover critical risks and synergies—delivering quantifiable margin enhancement within the first quarter post‑acquisition. Applying Claude Code or comparable tools (Codex, Gemini CLI) to construct replicable analyses, automate operational processes, and enhance both execution speed and precision. Coordinating cross‑functional stakeholders to ensure initiatives complete on schedule, meet targets, and achieve verified financial outcomes. Producing weekly executive‑level reports that clearly convey progress, obstacles, and confirmed financial impact. What You Won’t Be Doing Reporting on results you do not own—you are responsible for driving and delivering outcomes, not merely tracking them. Working in isolation—your initiatives span products, functions, and business units to generate portfolio‑wide value. Spending time on manual analysis or low‑impact tasks—your standard approach is AI‑enabled execution. Waiting for consensus, instruction, or approval—this role demands operators who establish alignment and act swiftly. Depending exclusively on manual methods—you are expected to deploy AI tooling to scale and accelerate your efforts. Becoming mired in planning cycles, governance frameworks, or slide decks—weekly updates are concise, structured, and anchored to tangible metrics. SVP Of Operational Transformation Key Responsibilities Architect and execute portfolio‑wide transformation programs that yield measurable improvements in retention, cloud efficiency, and acquisition integration—with executive‑level visibility and direct impact. Basic Requirements 5+ years leading cross‑functional operational or transformation initiatives with ≥$3M annual financial impact. Demonstrated capability to analyze large, complex datasets and convert insights into validated outcomes of ≥$500K. Track record optimizing cloud infrastructure costs (AWS or equivalent) with documented examples of savings and maintained performance. Strong financial acumen: P&L interpretation, budgeting, ROI modeling, and prioritization grounded in financial logic. Working knowledge of AI tools such as Claude Code, Codex, or Gemini CLI to automate analysis and enhance execution. Ability to work remotely with at least 6 hours of CST overlap. About Trilogy Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer‑facing designs. Our incubation of new businesses ranges from entirely new moon‑shot ideas to rearchitecting existing projects for today's modern cloud‑based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds. Working with us This is a full‑time (40 hours per week) long‑term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $200 USD/hour, which equates to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic. Seniority level Executive Employment type Full‑time Job function Management, Engineering, and Strategy/Planning Industries Software Development, Business Consulting and Services, and Venture Capital and Private Equity Principals #J-18808-Ljbffr