Description
Are you a customer success or enterprise sales professional who excels in high-level negotiations, connects naturally with C-suite executives, and is ready to master AI-powered sales execution? This role gives you direct ownership of the renewals pipeline for high-value enterprise accounts, where you'll lead strategic discussions with decision-makers and close multi-million-dollar agreements.
Trilogy operates differently from conventional SaaS sales organizations—no arbitrary quotas, no commission gimmicks, no layers of middle management. We are an AI-first organization redefining enterprise sales: streamlining deal execution, refining risk analysis, and enhancing stakeholder engagement through AI-driven intelligence. You will join a team that operates with speed, iterates relentlessly, and uses AI to strip out inefficiencies so you can concentrate on what truly drives closures. Rather than chasing commissions, you will benefit from a stable, guaranteed compensation structure that enables you to refine your sales expertise free from the uncertainty of variable payouts.
This is not a passive renewals oversight role. It is a hands-on, execution-focused position requiring you to manage a renewals pipeline, pinpoint key economic buyers, address objections head-on, and execute contract renewals with precision. You will not be managing a team or losing time in endless internal coordination. You will be directly engaged, negotiating high-stakes renewals and ensuring sustained customer retention.
If you are motivated to influence the future of AI-enabled sales while taking ownership of high-impact transactions, apply today!
What you will be doing
- Conduct high-touch engagements with strategic customers, aligning on delivered value, addressing objections, and securing renewals
- Develop and refine structured B2B renewals playbooks, AI-powered sales methodologies, and frameworks designed to optimize retention and revenue growth
What you will NOT be doing
- Pursuing new logo acquisition or prospecting for fresh leads
- Processing high-volume, low-value renewals
Key responsibilities
- Take full ownership of the renewals lifecycle for high-value enterprise accounts, acting as the primary contact, with the objective of preserving revenue and reducing churn
Candidate requirements
- 8+ years of experience in a CSM or account management role at a software/SaaS/Cloud products company serving Enterprise clients
- Experience managing the entire renewal cycle — client engagement, value proposition, negotiation, managing paper process, and closing deals worth $100K+
- Fluent English, with strong verbal and written proficiency
- Experience using AI tools in a professional setting
- Must be able to work during U.S. business hours
Nice to have
- Demonstrated success renewing complex, high-value B2B software (SaaS and on-prem) and related services with large enterprises
- Experience selling multiple products across different verticals or business units
- Ability to sell value-added services and premium tiers based on business benefit rather than price
- Practical experience with ChatGPT or Claude to elevate the quality and efficiency of customer-facing work
Applying for a role? Here’s what to expect.
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