The landscape of enterprise renewals is shifting. Top performers no longer spend time on administrative tasks—they focus on building the AI systems that eliminate them.

This role redefines enterprise renewals. You'll manage Trilogy's highest-value customer accounts in partnership with Fiona, our AI renewals agent. Fiona executes the preparation, conducts the analysis, manages contract workflows, and handles follow-up activities. Your focus is the work that demands human insight: executive alignment, commercial strategy, sophisticated negotiations, and judgment calls AI cannot yet make. Each renewal you complete simultaneously trains Fiona toward greater autonomy, strengthening the system through every customer engagement.

Trilogy is constructing an AI-first operational framework throughout our software portfolio. We don't treat AI as an add-on to boost productivity within existing workflows. Instead, we rebuild the workflow with AI at its core, reserving human judgment for decisions of maximum impact. In this position, you'll help shape what enterprise renewals become in an AI-driven future while safeguarding millions in recurring revenue across strategic enterprise accounts.

If you're a seasoned enterprise renewals professional who excels in executive dialogue, views AI as a strategic multiplier, and seeks to create what's next rather than preserve what was, we should talk.

What You Will Be Doing

Manage executive relationships and lead commercial negotiations for Trilogy's most valuable enterprise renewal accounts, including sophisticated seven-figure, multi-year contracts. Collaborate directly with Fiona, Trilogy's AI renewals agent, applying your judgment and customer insights to enhance its capabilities and increase its operational independence. Evaluate customer health metrics, product adoption patterns, commercial history, and business risk factors to proactively secure successful renewal results. Leverage Salesforce and AI-powered workflows to ensure forecast accuracy, detect renewal risks in advance, and focus intervention efforts where human expertise delivers maximum value. Transform insights from customer interactions into systematic enhancements that strengthen renewals effectiveness across the board.

What You Won’t Be Doing

Preparing renewal documentation by hand, tracking down approvals, or handling repetitive administrative tasks. Overseeing high-volume transactional renewals or SMB customer accounts. Pursuing new customer acquisition or working toward a traditional commission-based sales quota. Developing production software code or building AI models from scratch. Managing a large renewals team rather than directly influencing the most critical customer relationships.

Strategic Account Manager Key Responsibilities

Oversee Trilogy's highest-priority enterprise renewals while driving continuous enhancement of the AI infrastructure that supports superior retention, operational efficiency, and progressively autonomous renewal execution.

Basic Requirements

Direct experience managing enterprise renewals or retention for B2B software customers with accounts generating at least $100K in annual recurring revenue. Demonstrated accountability for quarterly retention or Net Revenue Retention goals, consistently delivering at least 90% NRR or comparable performance over multiple quarters. Personal track record leading sophisticated, multi-year enterprise renewals with deal values of $1M or greater. Practical experience applying AI-enabled or agentic systems in enterprise renewals, customer success, or enterprise sales environments. Proficient Salesforce or equivalent CRM experience, covering renewal forecasting, risk detection, and pipeline oversight. Outstanding executive communication abilities, commercial negotiation expertise, and relationship stewardship skills. 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. History in enterprise Saa S, cloud software, or subscription-oriented technology sectors. Experience synthesizing data from contracts, customer health indicators, support interactions, and product usage to inform renewal approaches. Proven systems thinking ability and a history of enhancing repeatable commercial workflows via automation.

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.

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!

Working with us

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

Crossover Job Code: LJ-5834-AE-COUNTRY-Strategic Accou.003