You will not enter a polished market. You will construct one. This role is designed for an enterprise sales professional capable of entering an undefined space, informing senior HR and Total Rewards executives, and converting a novel concept into executed employer agreements. If your process depends on inbound pipeline, established budget categories, or proven frameworks, this opportunity is not aligned with your approach.
We are establishing a workplace-giving channel designed to fund scholarships in advance of a January 2027 launch. The structure is distinctive: employers are not required to locate budget. The offering is structured around a federal tax credit, meaning the sales motion does not compete for HR technology spending. Instead, it centers on guiding large employers through a zero-cost method to support education via payroll giving.
Your daily focus will include enterprise-level prospecting, discovery engagement, multi-stakeholder navigation, and deal closure. You will engage HR, Total Rewards, Benefits, CSR, Finance, and Legal executives. You will present tax-credit mechanics with precision, address inquiries related to ERISA and state eligibility requirements, and translate buyer input into a more refined market entry strategy. In time, your contributions will establish the groundwork for a repeatable enterprise channel.
This is a remote position based in the US and includes travel requirements. If you have successfully closed sophisticated enterprise transactions, thrive on generating demand from nothing, and seek sales work connected to scholarship funding at scale, we encourage your application.
Establish a qualified pipeline of large employers committed to launching our payroll-giving program ahead of the January 2027 launch date.
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.