Overview
Enterprise Renewals Manager, Trilogy (Remote) – $200,000/year USD Jobs in South Africa at Crossover
Title: Enterprise Renewals Manager, Trilogy (Remote) – $200,000/year USD
Company: Crossover
Location: South Africa
The enterprise renewals function is evolving. Top performers no longer spend their time on administrative tasks—they focus on refining the AI systems that automate them.
This role differs from conventional enterprise renewals positions. You will manage Trilogy’s highest-value customer accounts in collaboration with Fiona, our AI-powered renewals agent. Fiona manages preparation, analysis, contract execution, and routine follow-up. Your focus is on what matters most: executive engagement, strategic commercial planning, intricate negotiations, and the critical thinking AI cannot yet perform. Each renewal you oversee also trains Fiona to operate with greater independence, enhancing system intelligence through real customer interactions.
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 expertise where it creates maximum value. In this position, you will help establish the blueprint for enterprise renewals in an AI-driven environment while safeguarding millions in recurring revenue from strategic enterprise clients.
If you are a seasoned enterprise renewals professional who excels in executive dialogue, views AI as an amplifier of capability, and prefers building tomorrow’s systems over preserving yesterday’s, we should speak.
What You Will Be Doing
- Lead executive engagement and commercial discussions for Trilogy’s most valuable enterprise renewal portfolios, including multi-year contracts exceeding seven figures.
- Collaborate with Fiona, our AI renewals agent, applying your expertise and customer insights to enhance its capability and operational independence.
- Evaluate customer health indicators, usage patterns, commercial records, and business exposure to proactively secure successful renewal results.
- Leverage Salesforce and AI-powered tools to keep forecasts current, detect renewal threats early, and concentrate your involvement where human judgment delivers the most value.
- Convert insights from customer interactions into systematic improvements that strengthen the renewals engine over time.
What You Won’t Be Doing
- Creating renewal documents by hand, tracking down approvals, or handling repetitive clerical tasks.
- Overseeing transactional, high-volume renewals or small and mid-market customer accounts.
- Prospecting for new business or working under a traditional quota-based commission structure.
- Developing production-level software code or constructing AI models.
- Building or managing a large renewals team rather than directly shaping the most critical customer results.
Enterprise Renewals Manager Key Responsibilities
Lead 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 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 outcomes over multiple quarters.
- Track record of personally negotiating complex, multi-year enterprise renewals with transaction values of $1M or greater.
- Practical experience working with AI-enabled or agentic platforms in enterprise renewals, customer success, or enterprise sales environments.
- Proficiency with Salesforce or equivalent CRM systems, including renewal forecasting, risk detection, and pipeline oversight.
- Outstanding executive communication, commercial negotiation, and relationship stewardship capabilities.
- Ability to operate effectively in a global, fully remote work setting.
Nice-to-have Requirements
- Experience refining AI prompts, workflows, or operational logic using insights from customer engagements.
- Professional history in enterprise SaaS, cloud infrastructure, or subscription technology sectors.
- Ability to integrate data from contracts, customer health metrics, support interactions, and product telemetry into renewal planning.
- Proven systems-oriented mindset and experience enhancing scalable commercial operations through 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-ZA-COUNTRY-EnterpriseRene1