Trilogy is not a traditional SaaS sales organization built on arbitrary quotas, commission structures, or excessive management layers. We are an AI-first company transforming enterprise sales through optimized deal execution, risk assessment, and stakeholder engagement powered by AI-driven insights. You will join a team that operates with speed, iterates continuously, and uses AI to remove inefficiencies so you can concentrate on activities that actually close deals. Rather than chasing commissions, you will benefit from a guaranteed compensation plan, giving you the stability to refine your sales expertise without the uncertainty of variable payouts.
This is not an oversight role where you supervise renewals from a distance. It is a hands-on, execution-focused position where you will manage a renewals pipeline, identify key economic buyers, address objections, and drive contract renewals with precision. You will not be managing a team or spending time in unnecessary internal meetings. You will operate on the front lines, negotiating high-value renewals and ensuring sustained customer retention.
If you are ready to shape the future of AI-driven sales while owning high-impact deals, apply now!
What You Will Be Doing
- Conduct high-touch engagements with key customers, aligning on value delivery, addressing objections, and securing renewals
- Develop and refine structured B2B renewals playbooks, AI-powered sales strategies, and frameworks designed to maximize retention and revenue
- Pursuing new logo sales or prospecting for new leads
- Manage the complete renewals process for enterprise accounts, acting as the primary point of contact, with the objective of retaining revenue and reducing churn
- 4+ years of experience in a CSM or account management role at a software/SaaS/Cloud products company with Enterprise clients
- Experience managing the entire renewal cycle, including client engagement, value proposition, negotiation, managing paper process, and closing deals worth $100K+
- Native-English speaker
- Experience using AI tools in a professional setting
- Must be able to work during U.S. business hours
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 in 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 $50 USD/hour, which equates to $100,000 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-3282-GB-COUNTRY-RenewalsManage





