Senior Manager, Enterprise Sales

About Checkr

Checkr is building the data platform to power safe and fair decisions. Established in 2014, Checkr’s innovative technology and robust data platform help customers assess risk and ensure safety and compliance to build trusted workplaces and communities. Checkr has over 100,000 customers including Door Dash, Coinbase, Lyft, Instacart, and Airtable. We’re a team that thrives on solving complex problems with innovative solutions that advance our mission.

Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company.

This leader will report to the Sr. Director of Enterprise Sales and oversee a team of 5‑9 Enterprise Account Executives, driving rapid and continued growth in Checkr’s Enterprise segment (5‑100K employee size). Responsibilities include securing new logos, expanding existing customers, coaching AEs on enterprise inbound demand, refining sales processes & strategy, hiring & retaining talent, and building a culture of cross‑functional mentorship and continuous improvement.

• Participate in the development of the strategy to accelerate Enterprise sales and grow existing customers, while identifying areas of expansion in the market
• Drive strategy within the enterprise segment as it relates to new logo acquisition
• Manage and lead a team of 5 to 9 Enterprise AEs, ensuring productivity, goal achievement, and team development
• Collaborate with product and solution engineers to identify opportunities and potential gaps for new logos
• Achieve and hold teams accountable for revenue objectives & Key Performance Indicators (KPIs)
• Establish key relationships with prospects across the United States to help progress deal cycles
• Maintain a strong sales culture that promotes teamwork, accountability, and a focus on achieving results
• Partner cross‑functionally to refine and implement go‑to‑market strategies and influence product development for market launch
• Increase productivity by relentlessly improving processes, systems, & tools

• New Logo prospecting experience
• Objection Handling
• Business Foundations
• Industry Foundations
• Value Discovery
• Point of View Development
• Account Team Alignment
• Executive Alignment
• Forecasting
• Value Realization
• ROI Positioning
• Exceptional Communication skills both verbal and written

• Minimum of 5‑7 years of Enterprise Sales management experience
• Passion for growing and supporting businesses and strong customer advocacy internally and externally
• High‑growth tech company experience, preferred
• Experience working with cross‑functional teams (Marketing, Product, Finance, Customer Success) in a matrix environment
• Enthusiastic willingness to travel ~30%
• Experience navigating and leading multi‑million‑dollar contract negotiations
• Strong business acumen and experience working with large brands
• Advanced ability to navigate ambiguity and complexity to lead the team through change

• Deep experience liaising with senior‑level stakeholders, identifying opportunities for business growth
• Expertise with complex pursuit process, proposal development, and oral presentations that win new business
• Highly motivated and results‑driven with consistent achievement of quota(s) across multiple periods of time
• Highly collaborative and able to build strong cross‑functional partnerships
• Ability to work in a fast‑paced, high‑pressure environment and adapt to changing business needs
• Flexibility and ability to juggle multiple priorities and projects in a fast‑paced environment
• Strong leadership: active listening, interpersonal and presentation skills
• Exceptional communication skills both verbal and written
• The ability to work well under pressure
• Self‑starter, who can establish and organize daily activities working fully independently

• A fast‑paced and collaborative environment
• Learning and development allowance
• Competitive compensation and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $25,000 reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• Monthly wellness stipend

One of Checkr’s core values is…