Senior Customer Success Manager
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Worldwide
Semi-flexible schedule
Fully-remote
full-time (40 hrs/week)
Long-term role

Senior Customer Success Manager   $200,000 USD/year

Description

If you're a seasoned enterprise sales or customer success professional who excels in high-stakes negotiations, connects effectively with senior executives, and is ready to embrace AI-driven sales execution, consider this opportunity. You'll take ownership of the renewals pipeline for high-value enterprise accounts, engage directly with decision-makers, and close multi-million-dollar contracts.

Trilogy isn't structured like a conventional SaaS sales organization with arbitrary targets, commission-based compensation, or excessive management layers. We operate as an AI-first organization, fundamentally transforming enterprise sales by optimizing deal execution, assessing risk, and managing stakeholder engagement through AI-powered intelligence. You'll join a team that operates with speed, iterates continuously, and applies AI to remove inefficiencies—enabling you to concentrate on the activities that actually drive deal closure. Rather than pursuing commission-based earnings, you'll benefit from a guaranteed compensation structure, giving you the freedom to refine your sales expertise without the uncertainty of variable income.

This isn't a passive renewals oversight role. It's a hands-on, execution-focused position where you'll manage a renewals pipeline, pinpoint key economic buyers, address objections head-on, and execute contract renewals with accuracy. You won't be managing a team or sitting through endless internal meetings. You'll operate on the front lines, negotiating high-value renewals and ensuring sustained customer retention.

If you're interested in influencing the future of AI-powered sales while managing high-impact deals, submit your application now!

What you will be doing

  • Drive high-touch engagements with strategic customers, aligning on business value, addressing objections effectively, and securing renewals
  • Develop and refine structured B2B renewals playbooks, AI-enhanced sales methodologies, and strategic frameworks designed to maximize retention and revenue growth

What you will NOT be doing

  • Pursuing new logo acquisition or prospecting for net-new leads
  • Processing high-volume, low-value renewal transactions

Key responsibilities

  • Take full ownership of the renewals process for high-value enterprise accounts, acting as the primary relationship owner, 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
  • Practical experience with ChatGPT or Claude to enhance the quality and throughput of customer-facing work

Meet a successful candidate

Watch Interview
Najeeha Humayun
Najeeha  |  AI-First Strategic Sales Specialist
Switzerland

Who says you have to choose between building a family and building an epic career? Najeeha didn’t. After pivoting from finance to tech, she ...

Meet Najeeha

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