Strategic Account Manager, Trilogy (Remote) - $200,000/year USD

About the role

The landscape of enterprise renewals is shifting. High-performing professionals no longer devote their time to administrative tasks—they focus on refining the AI that automates them. This role differs from conventional enterprise renewals positions. You will manage Trilogy's highest-value customer accounts while collaborating with Fiona, our AI-powered renewals agent.

Responsibilities

• Manage executive relationships and commercial negotiations for high-value enterprise renewal portfolios, including sophisticated seven-figure, multi-year contracts.
• Collaborate with Fiona, Trilogy's AI renewals agent, leveraging your expertise and customer insights to enhance its capabilities and operational independence.
• Evaluate customer health metrics, product adoption, commercial history, and business exposure to proactively secure favorable renewal outcomes.
• Leverage Salesforce and AI-powered workflows to sustain precise forecasts, detect renewal vulnerabilities early, and focus intervention where human judgment delivers maximum value.
• Convert insights from customer interactions into scalable enhancements that strengthen the renewals system's effectiveness progressively.

Requirements

• Direct experience managing enterprise renewals or retention for B2B software clients with accounts representing at least $100K in annual recurring revenue.
• Documented ownership of quarterly retention or Net Revenue Retention objectives, consistently delivering at least 90% NRR or comparable performance across multiple quarters.
• Personal experience leading sophisticated, multi-year enterprise renewals valued at $1M or greater.
• Practical experience utilizing AI-enabled or agentic tools within enterprise renewals, customer success, or enterprise sales operations.
• Deep Salesforce or equivalent CRM proficiency, encompassing renewal forecasting, risk assessment, and pipeline oversight.
• Outstanding executive communication, commercial negotiation, and relationship stewardship capabilities.
• Able to operate effectively in a global, fully remote work setting.

Nice-to-have Requirements

• Experience refining AI prompts, workflows, or business logic informed by customer engagement patterns.
• Professional history in enterprise SaaS, cloud software, or subscription-oriented technology sectors.
• Experience synthesizing data from contracts, customer health indicators, support interactions, and product usage to inform renewal tactics.
• Pioneering systems-oriented thinking and a history of enhancing repeatable commercial operations through automation initiatives.

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 in leaps and bounds.

Benefits

Working with us 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 $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly.