Description
The enterprise renewals function is evolving. High-performing professionals no longer dedicate their time to administrative tasks—they focus on training the AI systems designed to automate them.
This role departs from conventional enterprise renewals positions. You will manage Trilogy's highest-value customer accounts while collaborating with Fiona, our AI-powered renewals agent. Fiona manages preparation, analytics, contract administration, and follow-through. Your focus remains on high-impact activities: executive engagement, commercial planning, sophisticated negotiations, and decisions that currently require human judgment. Each renewal you oversee also refines Fiona's capabilities, increasing system intelligence through every customer touchpoint.
Trilogy is constructing an AI-first operational framework throughout our software holdings. AI is not treated as an add-on to boost productivity within legacy workflows. Instead, we reconstruct workflows with AI at the center and deploy human expertise exclusively for maximum-value decisions. In this position, you will help establish what enterprise renewals become in an AI-driven environment while safeguarding millions in recurring revenue from strategic enterprise accounts.
If you are a seasoned enterprise renewals professional who excels in executive dialogue, views AI as a capability multiplier, and prefers building the future over preserving legacy methods, we invite your application.
What you will be doing
- Manage executive engagement and commercial discussions for high-value enterprise renewal portfolios, including sophisticated seven-figure, multi-year contracts.
- Collaborate with Fiona, Trilogy's AI renewals agent, applying your expertise and customer insights to systematically enhance its capabilities and independence.
- Evaluate customer health metrics, usage patterns, commercial records, and business exposure to proactively secure favorable renewal results.
- Leverage Salesforce and AI-powered workflows to ensure forecast accuracy, detect renewal vulnerabilities early, and focus intervention where human judgment delivers maximum value.
- Convert insights from customer interactions into systematic enhancements that strengthen renewals operations over time.
What you will NOT be doing
- Preparing renewal documentation manually, tracking approvals, or executing repetitive administrative tasks.
- Overseeing high-volume transactional renewals or SMB customer segments.
- Pursuing new customer acquisition or working toward a traditional commission-based sales quota.
- Developing production-level software or constructing AI models.
- Managing a large renewals team rather than directly influencing the most critical customer outcomes.
Key responsibilities
Manage Trilogy's highest-priority enterprise renewals while systematically refining the AI infrastructure that drives improved retention, operational efficiency, and progressively autonomous renewal execution.
Candidate requirements
- Direct ownership experience in enterprise renewals or retention for B2B software clients with accounts generating at least $100K in annual recurring revenue.
- Demonstrated accountability for quarterly retention or Net Revenue Retention metrics, consistently delivering at least 90% NRR or comparable performance across multiple quarters.
- Direct experience managing complex, multi-year enterprise renewals with values of $1M or greater.
- Practical experience deploying AI-enabled or agentic tools within enterprise renewals, customer success, or enterprise sales operations.
- Robust Salesforce or equivalent CRM proficiency, encompassing renewal forecasting, risk detection, and pipeline oversight.
- Outstanding executive communication, commercial negotiation, and relationship stewardship capabilities.
- Adaptable to working globally in a fully remote structure.
Nice to have
- Experience refining AI prompts, workflows, or operational rules informed by customer engagement.
- Background in enterprise SaaS, cloud-based software, or subscription technology sectors.
- Experience synthesizing data from contracts, customer health indicators, support records, and product usage to inform renewal tactics.
- Proven systems thinking with a history of enhancing repeatable commercial operations via automation.
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