SVP of Software Operations, Trilogy

SVP of Software Operations, Trilogy (Remote) – $400,000/year USD 1 day ago Be among the first 25 applicants This range is provided by Crossover. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more. Base pay range $200.00/hr - $200.00/hr This role is for the operator who delivers multi-million-dollar outcomes—not recommendations, not observations, but results. You will assume ownership of the most critical operational challenges across a global software portfolio and convert complexity into verified financial performance. You'll design the programs, lead the execution, and witness your contributions reflected in margin expansion, retention gains, and integration success. Trilogy operates a broad, diversified portfolio of enterprise software companies, each presenting intricate operational dynamics and significant financial opportunity ready to be captured. You will spearhead the transformations that unlock that opportunity. Whether it's executing a $2M per quarter renewal uplift program, reducing cloud infrastructure costs while preserving performance, or integrating a newly acquired company into Trilogy's operating model within 30 days, your contributions will be visible to senior leadership. You will directly shape profitability across multiple business units. This position is built for operators who excel in high-visibility, high-autonomy settings. You will leverage advanced AI capabilities like Claude Code to expedite analysis, organize insights, and drive results faster than conventional operating teams. You won't be constrained by organizational layers or process overhead; you'll have both the latitude and the mandate to establish clarity, secure alignment, and execute with precision. If you are motivated by transforming intricate operational challenges into scalable, repeatable successes, this role will suit you. Apply if you are prepared to own transformative initiatives that redefine how an entire software portfolio operates. What You Will Be Doing Directing cross-functional customer renewal programs that prevent ≥$2M in annual recurring revenue churn each quarter by diagnosing root causes and coordinating product, support, and finance teams around targeted solutions. Managing cloud optimization projects that deliver $500K or more in quarterly AWS spend reduction without compromising performance or reliability standards. Overseeing acquisition diligence and integration processes that identify critical risks and synergies—and produce measurable margin gains within the first quarter post-acquisition. Applying Claude Code or comparable tools (Codex, Gemini CLI) to create reusable analyses, automate operational processes, and enhance both the pace and precision of delivery. Coordinating cross-functional stakeholders and ensuring initiatives complete on schedule, meet targets, and achieve validated financial results. Producing weekly executive reporting that clearly conveys progress, obstacles, and confirmed financial impact. What You Won’t Be Doing Reporting on outcomes outside your ownership — you are responsible for driving and achieving results, not simply tracking them. Working in isolation — your initiatives span products, functions, and business units to generate enterprise-level improvements. Spending time on manual analysis or low-impact administrative tasks — AI-accelerated execution is your standard approach. Waiting for consensus, guidance, or approval — this position demands operators who build alignment and act decisively. Depending exclusively on manual methods — you are expected to employ AI tooling to amplify and scale your contributions. Becoming mired in planning cycles, governance rituals, or presentation decks — weekly reporting is streamlined, outcome-oriented, and metric-driven. SVP Of Software Operations Key Responsibilities Architect and execute portfolio-wide transformation programs that demonstrably enhance retention, cloud efficiency, and acquisition integration—with executive exposure and direct impact. Basic Requirements 5+ years leading multi-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. Experience optimizing cloud infrastructure costs (AWS or equivalent) with documented examples of savings and performance retention. Strong financial acumen: P&L interpretation, budgeting, ROI modeling, and prioritization driven by financial reasoning. Proficiency with AI tools such as Claude Code, Codex, or Gemini CLI to automate analysis and enhance execution quality. Remote work capability 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. Crossover Job Code: LJ-5710-CA-COUNTRY-SVPofSoftwareO #J-18808-Ljbffr