Not accepting applications on crossover.com at this time.
Most enterprise software failures stem not from insufficient client acquisition, but from the silent erosion of revenue within accounts already secured. In enterprise B2B environments with extended sales cycles, 70–90% of the following year's revenue depends on your ability to renew effectively, expand strategically, and recover at-risk accounts. Forecast uncertainty, poorly constructed statements of work, and inadequate escalation protocols erode both profitability and client confidence. The outcome: missed targets, diminished CFO trust, and customers who view you as interchangeable rather than indispensable.
Our approach is fundamentally different. We operate a system-driven commercial framework where methodical execution outperforms individual heroics. We build profitable and sustainable revenue streams from an established Fortune-tier client base by executing clean renewals, targeted expansions, and maintaining executive-level escalation discipline. Commercial structure is treated as a core deliverable: margin-protective proposals, delivery-enabling contracts, and quarterly business reviews that genuinely advance product adoption.
This position is not designed for those seeking autonomy without accountability, nor is it a refuge for vague metrics or superficial pipeline activity. It suits someone energized by forecast precision, margin-preserving deal architecture, well-defined SOWs, and executive dialogues that conclude with mutual clarity and commitment. You will leverage substantive GenAI capabilities to accelerate analysis and correspondence, apply sound commercial judgment in uncertain scenarios, manage escalations with composure, and develop team capabilities in pricing strategy, deal structuring, and negotiation. If your background includes leading enterprise B2B software sales with accountability for renewals, expansions, multi-year agreements, service-level commitments, and pricing frameworks, this environment will be familiar.
If you currently oversee or have recently managed an enterprise sales organization within SaaS, or you have advanced through senior positions such as Sales Director, Regional VP, or Head of Enterprise Accounts following foundational experience in rigorous pipeline discipline, we invite the conversation. Enter a role where commercial rigor is not compromised by operational disorder, and take ownership of the mechanism that truly defines next year's performance. Apply if you are prepared to demonstrate that structured commercial execution surpasses optimism consistently.
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.






It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of AI-first remote workers.