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Senior Customer Success Manager, Trilogy (Remote) - $200,000/year USD

Trilogy
Cleveland, OH Remote Full Time
POSTED ON 9/29/2025
AVAILABLE BEFORE 10/28/2025
Ready to revolutionize enterprise customer success in the AI era? Join us in redefining how multi-million dollar relationships are managed and renewed. At Trilogy, we're not just another SaaS company – we're pioneering AI-powered sales execution that puts you at the forefront of business transformation.

Forget the traditional sales playbook with its unpredictable commission structures and endless management layers. We're offering something different: a stable, guaranteed compensation plan that lets you focus on what truly matters – mastering the art of high-stakes negotiations and building lasting client relationships.

This role is for those who thrive on direct impact. You'll be the strategic force behind our enterprise renewals, engaging with C-suite executives and leveraging cutting-edge AI tools to drive decision-making. No bureaucracy, no micromanagement – just pure, focused deal execution.

If you're ready to elevate your customer success career while pioneering the future of AI-enhanced enterprise sales, we want to hear from you.

What You Will Be Doing

  • Orchestrate strategic conversations with enterprise decision-makers, crafting compelling value narratives that drive renewal decisions
  • Pioneer next-generation renewal strategies by combining your expertise with AI-powered insights to create scalable, data-driven playbooks

What You Won’t Be Doing

  • Prospecting or hunting for new business opportunities
  • Managing transactional, low-dollar renewal cycles

Senior Customer Success Manager Key Responsibilities

  • Serve as the strategic quarterback for our enterprise renewal portfolio, orchestrating end-to-end processes and maintaining deep relationships to secure and expand our revenue base

Basic Requirements

  • Geographic location within the Americas (North or South)
  • Proven track record of 5 years in enterprise software customer success, renewal sales, or account management, with a focus on revenue retention
  • Demonstrated success managing enterprise accounts with $1M ARR
  • Forward-thinking mindset with the ability to embrace and champion AI-driven solutions in daily operations
  • Strong command of modern CRM platforms (Salesforce, HubSpot, etc.)

About Trilogy

Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 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 by leaps and bounds.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5529-US-Clevelan-SeniorCustomer

Salary : $200,000

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