SVP People Operations & Systems, Trilogy (Remote) - $400,000/year USD

Job Description:

This role is for people who believe great management can be replaced by great systems. If you think underperformers need a boss to check in on them, not a dashboard and a coaching loop, this isn't the place for you.

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You have replaced HR processes with tools. You've automated onboarding steps, created coaching workflows, and made performance data easier to act on. You're ready to own the full stack and make it work without managers.

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At Trilogy, we've made a deliberate choice. We don't use traditional people managers. We use data, feedback loops, and AI-powered tools to operate our teams. You will not manage a team. You will create systems that make team oversight unnecessary.

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You will build those systems from scratch. You will define the workflows, prototype them using AI and low-code tools, and run them directly when needed. You will design dashboards that surface coaching opportunities and performance risks. You will work with the CEO on high-stakes decisions. You will not rely on others to deliver results. You will be responsible for what works and what doesn't.

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If you believe people problems should be handled through hierarchy or protected by politics, you will not succeed here.

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Ready to take control of the entire HR system and prove that better tools beat bigger teams? Apply now.

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What You Will Be Doing

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• Writing clear, implementation-ready specs for AI-first HR systems
• Prototyping and operating workflows using low-code and AI tools (e.g., Retool, Cursor, Lovable, Bolt, etc.)
• Running onboarding, coaching, and release workflows directly when automation isn't ready
• Building dashboards and metrics to generate real-time performance signals
• Owning the outcomes for onboarding, coaching, or releasing entire cohorts

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What You Won’t Be Doing

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• Managing a traditional HR team or relying on business partners
• Maintaining outdated tools or workflows from legacy companies
• Sitting in alignment meetings or committee reviews
• Waiting for engineers to build the tools you need
• Relying on documentation instead of live system feedback

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SVP People Operations & Systems Key Responsibilities

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Deliver a fully automated HR function that supports scaled global talent operations without traditional managers or manual processes.

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Basic Requirements

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• Proven track record of designing and running operational systems end-to-end using AI and low/no-code tools (Cursor, Windsurf, Lovable, Bolt, Retool, Zapier, Airtable).
• Hands-on experience building working automations and prototypes you personally delivered.
• Strong data analytics skills with the ability to turn noisy people data into automated decision logic.
• Comfort making high-stakes talent decisions, including structured improvement plans and terminations, without a manager layer.
• Experience operating in high-pressure, high-autonomy environments (startups, turnarounds, rapid-scaling companies).
• Based in the U.S. with a preference for Austin or the ability to travel at least one week per month
• Eligible to work in the U.S. without visa sponsorship

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Nice-to-have Requirements

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• Background in business operations, engineering, data analytics, or product management.
• Prior experience building AI-native systems in a high-growth environment.
• Familiarity with emerging AI development platforms and "vibe-coding" culture.

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About Trilogy

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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.

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There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

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Working with us

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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 www.crossover.com/help-and-faqs for more details on this topic.

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Crossover Job Code: LJ-5644-US-Clearwat-SVPPeopleOpera.002