If you're a proven enterprise sales or customer success professional who excels at high-stakes negotiations, engages comfortably with senior executives, and is ready to master AI-enhanced sales execution, this role offers a unique opportunity. You'll take ownership of the renewals pipeline for high-value enterprise accounts, conduct direct conversations with decision-makers, and close multi-million-dollar contracts.
Trilogy is not a conventional SaaS sales organization with arbitrary quotas, commission structures, or excessive management layers. We are an AI-first organization redefining enterprise sales: optimizing deal execution, risk evaluation, and stakeholder engagement through AI-powered insights. You'll join a team that operates with speed, iterates continuously, and applies AI to remove inefficiencies, enabling you to concentrate on activities that actually close deals. Rather than chasing commissions, you'll benefit from the stability of a guaranteed compensation plan, freeing you to refine your sales expertise without the uncertainty of variable payouts.
This is not a passive renewals oversight position. It's a hands-on, execution-focused role where you'll manage a renewals pipeline, identify key economic buyers, address objections, and drive contract renewals with precision. You won't be supervising a team or spending time in endless internal meetings. You'll be directly engaged, negotiating high-value renewals and ensuring sustained customer retention.
If you're ready to shape the future of AI-driven sales while owning high-impact deals, apply now!
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.






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