Fully-remote

$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  ($100 USD/hour)

Flexible schedule

Long-term role

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Description

Are you an enterprise sales or customer success pro who thrives in high-stakes negotiations, enjoys engaging senior executives, and wants to master AI-driven sales execution? If so, here’s a role where you can own the renewals pipeline for high-value enterprise clients, leading direct conversations with decision-makers, and securing multi-million-dollar contracts.

At Trilogy, we’re not running a traditional SaaS sales org with arbitrary quotas, commission games, or bloated layers of management. We’re an AI-first company that’s rewriting how enterprise sales works: optimizing deal execution, risk assessment, and stakeholder engagement with AI-powered insights. You’ll be part of a team that moves fast, iterates constantly, and leverages AI to eliminate inefficiencies, so you can focus on what actually closes deals. Instead of chasing commissions, you’ll have the stability of a guaranteed comp plan, allowing you to sharpen your sales craft without the stress of unpredictable payouts.

This is not a cushy renewals overseer job. It’s a hands-on, execution-driven position where you’ll be responsible for managing a renewals pipeline, identifying key economic buyers, overcoming objections, and driving contract renewals with precision. You won’t be babysitting a team or wasting time in endless internal meetings. You’ll be on the front lines, negotiating high-value renewals and ensuring long-term customer retention.

If you want to shape the future of AI-driven sales while owning high-impact deals, apply now!

What you will be doing

• Lead high-touch conversations with key customers, aligning on value, overcoming objections, and winning renewals
• Define and continuously improve structured B2B renewals playbooks, AI-driven sales strategies, and frameworks to maximize retention and revenue

What you will NOT be doing

• New logo sales or hunting for new leads
• High volume, low value renewal processing

Key responsibilities

• Own the entire renewals process for high-value enterprise accounts, serving as the primary point of contact, with the goal of retaining revenue and minimizing churn

Candidate requirements

• Must be based in North or South America
• At least 5 years of experience in an account management, renewal sales, or customer success role selling B2B software products and focusing on revenue retention
• Experience owning revenue for high value accounts with ARR $1 million or more
• Ability to adopt an AI-first approach in all tasks, looking for ways to use AI to optimize personal work and transform business operations
• Proficiency in CRM tools like Salesforce or HubSpot