Senior VP of Sales


If you are a seasoned sales leader with experience in Restaurant Technology? This experience is required. Do you have the ability to build teams, assign goals and targets, and help your team meet them? Are you ready to take on a transformative role in a dynamic and high-demand industry? Do you possess the vision and expertise to craft and scale sales strategies for enterprise-level brands?

If you answered yes to these 4 questions, we would encourage you to apply for the Sr. VP of Sales with ItsaCheckmate.

About Us: At ItsaCheckmate, we’re revolutionizing the restaurant industry with our suite of products that are in exceptionally high demand. As a rapidly growing company, we are seeking a Senior VP of Sales who can not only drive results but also play a pivotal role in shaping the future of our sales organization. We pride ourselves on our core ethics and culture, and we’re looking for a leader who shares these values.

As the Senior VP of Sales, you will have a direct line to our CEO and the opportunity to make a significant impact by developing and executing our sales and go-to-market strategy. We’re looking for someone who can create a repeatable and scalable sales process, encompassing everything from tracking and mentoring to market segmentation, messaging, and goal setting.

Why Join Us:

  • Opportunity to make a substantial impact and be part of an organization on the rise.
  • Work directly with our CEO and have the autonomy to shape the future of our sales operations.
  • Competitive compensation and benefits package.
  • A supportive and collaborative work environment.
  • Help us bring maturity and excellence to our sales processes.

If you’re ready to take your career to the next level and be a driving force in our growth story, apply now to become our Senior VP of Sales at ItsaCheckmate. We look forward to welcoming a dynamic, results-oriented leader to our team!

100% Remote

Salary Range: $250k to $350k


  • Proven experience as a sales leader in the restaurant technology field.
  • Success in selling to large enterprise brands.
  • A track record of creating and implementing scalable sales processes.
  • Exceptional leadership and mentorship skills.
  • Strong strategic thinking and problem-solving abilities.
  • The ability to maintain our core ethics and culture while driving results.


  • Medical, Vision, and Dental
  • Unlimited PTO after 30 days of employment

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