Senior Customer Success Manager, Trilogy (Remote) - $200,000/year USD
About the role
Enterprise sales or customer success professional sought to own the renewals pipeline for high-value enterprise clients, lead direct conversations with senior decision-makers, and secure multi-million-dollar contracts. This is a hands-on, execution-driven position focused on managing renewals, identifying key economic buyers, overcoming objections, and driving contract renewals with precision. The role emphasizes AI-driven sales execution, eliminating inefficiencies, and leveraging AI-powered insights to optimize deal execution, risk assessment, and stakeholder engagement.
Responsibilities
- 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
- 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
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 Requirements
- 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 on business benefit rather than price
- Hands-on use of ChatGPT or Claude to raise the quality and throughput of customer-facing work
About Trilogy
Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for three 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.
Pay
$100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. Payment period is weekly.