Description
The enterprise renewal function is evolving. Top performers won't be buried in administrative tasks—they'll be refining the AI systems that automate them.
This role departs from conventional enterprise renewal management. You'll manage Trilogy's highest-value customer accounts while collaborating with Fiona, our AI-powered renewals agent. Fiona manages preparation, analysis, contract processing, and follow-through. Your focus: the interactions that demand human expertise—executive engagement, commercial planning, intricate negotiations, and the nuanced judgment AI cannot yet provide. Each renewal you manage simultaneously trains Fiona toward greater independence, enhancing system intelligence through every customer touchpoint.
Trilogy is constructing an AI-first operational framework across our software holdings. We don't view AI as an add-on enhancement to legacy workflows. We reconstruct processes with AI at the foundation, reserving human talent for maximum-impact decisions. In this position, you'll help establish what enterprise renewals become in an AI-native environment while safeguarding millions in recurring revenue from strategic enterprise accounts.
If you're a seasoned enterprise renewals professional who excels in executive dialogue, views AI as an amplifier of capability, and prefers building tomorrow's model over preserving yesterday's, we want to speak with you.
What you will be doing
- Manage executive-level relationships and commercial discussions for high-stakes enterprise renewal portfolios, including multifaceted 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 operational independence.
- Evaluate customer wellness, usage patterns, transaction history, and business exposure to proactively secure favorable renewal results.
- Leverage Salesforce and AI-enabled workflows to sustain precise forecasting, surface renewal threats early, and concentrate intervention where human judgment delivers maximum value.
- Convert insights from customer interactions into scalable enhancements that strengthen the renewals operation over time.
What you will NOT be doing
- Manually generating renewal documentation, tracking approvals, or executing routine administrative functions.
- Overseeing high-volume transactional renewals or small-to-medium business portfolios.
- Pursuing new customer acquisition or working toward traditional commission-based sales targets.
- Developing production-level software or constructing AI models.
- Managing a large renewals team rather than directly shaping the most critical customer outcomes.
Key responsibilities
Manage Trilogy's most critical enterprise renewals while systematically advancing the AI infrastructure that drives superior retention, operational efficiency, and progressively autonomous renewal execution.
Candidate requirements
- Direct experience managing enterprise renewals or retention for B2B software clients with accounts generating at least $100K in annual recurring revenue.
- Documented ownership of quarterly retention or Net Revenue Retention metrics, consistently delivering at least 90% NRR or comparable performance across multiple quarters.
- Direct experience managing sophisticated, multi-year enterprise renewals worth $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 expertise, covering renewal forecasting, risk detection, and pipeline oversight.
- Outstanding executive communication, commercial negotiation, and relationship stewardship capabilities.
- Adaptable to working internationally in a fully remote setting.
Nice to have
- Experience refining AI prompts, workflows, or business logic informed by customer engagements.
- Professional history in enterprise SaaS, cloud software, or subscription technology sectors.
- Experience synthesizing data from contracts, customer health indicators, support records, and product usage to inform renewal tactics.
- Proven systems orientation and history of enhancing scalable commercial operations through automation.
Applying for a role? Here’s what to expect.
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