Description
The enterprise renewals function is evolving. Top performers no longer dedicate their time to administrative tasks—they focus on refining the AI systems that eliminate them.
This role redefines enterprise renewals at Trilogy. You'll manage our highest-value customer accounts while collaborating with Fiona, our AI-powered renewals agent. Fiona manages preparation, analysis, contract processing, and routine follow-ups. You manage what matters most: executive engagement, commercial planning, intricate negotiations, and the strategic judgment AI cannot yet deliver. Each renewal you execute simultaneously trains Fiona to operate with greater independence, enhancing the platform through every customer engagement.
Trilogy is constructing an AI-first operational framework across our software businesses. AI is not treated as an add-on to legacy workflows. We rebuild processes with AI at the core and deploy human judgment only where it delivers maximum value. In this position, you'll help establish what enterprise renewals become in an AI-driven environment while safeguarding millions in recurring revenue from strategic enterprise clients.
If you're a proven enterprise renewals professional who excels in executive dialogue, views AI as a strategic multiplier, and prefers building tomorrow's model over maintaining yesterday's, we should talk.
What you will be doing
- Manage executive-level relationships and commercial discussions for high-stakes enterprise renewal portfolios, including complex multi-year contracts valued at seven figures.
- Collaborate with Fiona, Trilogy's AI renewals agent, leveraging your expertise and customer insights to enhance its capabilities and operational independence.
- Assess customer health indicators, usage patterns, commercial background, and business exposure to proactively secure favorable renewal results.
- Leverage Salesforce and AI-powered systems to ensure forecast precision, surface renewal threats early, and direct human involvement where it generates the highest return.
- Convert insights from customer interactions into systematic enhancements that strengthen the renewals engine over time.
What you will NOT be doing
- Preparing renewal documentation by hand, tracking approvals, or handling routine administrative processes.
- Overseeing transactional renewals at scale or supporting SMB customer segments.
- Acquiring new customer logos or meeting traditional quota-based sales targets.
- Developing production-grade software or constructing AI models.
- Running a large renewals team rather than directly shaping the most critical customer outcomes.
Key responsibilities
Manage Trilogy's highest-priority enterprise renewals while systematically enhancing the AI infrastructure that drives superior retention, operational efficiency, and progressively autonomous renewal execution.
Candidate requirements
- Direct ownership experience managing enterprise renewals or retention for B2B software clients with accounts generating at least $100K in annual recurring revenue.
- Documented accountability for quarterly retention or Net Revenue Retention metrics, consistently delivering at least 90% NRR or equivalent performance across multiple quarters.
- Personal experience executing complex, multi-year enterprise renewals valued at $1M or more.
- Practical experience applying AI-enabled or agentic tools within enterprise renewals, customer success, or enterprise sales environments.
- Proficient Salesforce or equivalent CRM experience, including renewal forecasting, risk detection, and pipeline oversight.
- Outstanding executive communication, commercial negotiation, and relationship stewardship capabilities.
- Confident operating globally within a fully remote structure.
Nice to have
- Experience refining AI prompts, workflows, or logic frameworks informed by customer engagement data.
- Professional history in enterprise SaaS, cloud platforms, or subscription technology sectors.
- Experience synthesizing data from contracts, customer health metrics, support records, and usage analytics to inform renewal tactics.
- Proven systems-oriented thinking and a history of enhancing scalable commercial operations via automation.
Applying for a role? Here’s what to expect.
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