Description
If you're a seasoned enterprise sales or customer success professional who excels in high-stakes negotiations, enjoys engaging with senior executives, and is ready to master AI-driven sales execution, this opportunity offers you ownership of a high-value enterprise renewals pipeline. You'll lead direct conversations with decision-makers and drive multi-million-dollar contract renewals.
Trilogy is not a traditional SaaS sales organization with arbitrary quotas, commission schemes, or bloated management hierarchies. We're an AI-first company transforming how enterprise sales operates: refining deal execution, risk assessment, and stakeholder engagement through AI-powered insights. You'll join a team that moves quickly, iterates continuously, and uses AI to remove inefficiencies, allowing you to concentrate on activities that actually close deals. Rather than chasing commissions, you'll benefit from a guaranteed compensation plan, enabling you to refine your sales expertise without the uncertainty of unpredictable earnings.
This is not a passive renewals oversight position. It's a hands-on, execution-focused role where you'll manage a renewals pipeline, identify key economic buyers, address objections, and drive contract renewals with precision. You won't be managing a team or sitting through endless internal meetings. You'll be directly engaged in negotiating high-value renewals and securing long-term customer retention.
If you're ready to shape the future of AI-driven sales while owning high-impact deals, apply now!
What you will be doing
- Drive high-touch customer conversations with key stakeholders, aligning on value, addressing objections, and securing renewals
- Develop and refine structured B2B renewals playbooks, AI-driven sales strategies, and frameworks designed to maximize retention and revenue
What you will NOT be doing
- Pursuing new logo sales or prospecting for new leads
- Processing high-volume, low-value renewals
Key responsibilities
- Manage the complete renewals process for high-value enterprise accounts, acting as the primary point of contact, with the objective of retaining 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
- Proven track record 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
- Comfort selling value-added services and premium tiers based on business benefit rather than price
- Hands-on use of ChatGPT or Claude to enhance the quality and throughput of customer-facing work
Applying for a role? Here’s what to expect.
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Interview with the hiring manager.
Pass
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Accept job offer.
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