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Sr. Mid Market Account Executive

Checkr, Inc.
Orlando, FL Contractor
POSTED ON 4/16/2025
AVAILABLE BEFORE 5/15/2025
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 DoorDash, 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 2024 List and is a Y Combinator 2024 Breakthrough Company.

As a Sr. Mid Market Account Executive, you will work as part of an account team responsible for driving growth, value, and partnership with our upper mid market prospects. We are currently looking for a driven Senior Mid Market Account Executive to align to new logo prospecting with the Enterprise segment (5-15K employee size) . We are looking for someone who understands how to prospect effectively into the mid market, manage competitive sales cycles, and partner with internal resources to land new logos.

What You’ll Do

  • Drive new business sales within assigned segment (Mid Market) and book of accounts
  • Continually open new conversations alongside your business development representative in new accounts
  • Be a trusted expert for the customer by building in depth relationships and understanding the business goals and objectives
  • Speak to Checkr offerings as they relate to the customer’s needs, differentiate from the competition, and provide value
  • Collaborate with cross functional partners (Product, Sales, Support and Executives) to complete client goals and, in general, be the voice of the Client to provide visibility and/or escalations
  • Develop champions across your account base to help build consensus
  • Exhibit business acumen and critical thinking, with the ability to go engage with an account
  • Communicate effectively with different stakeholders within the client organization and understand the entire buying committee
  • Negotiate and close annual contract values ranging between $50K - $300K with the larger Checkr strategy in mind and provide post-contract support to ensure product delivery (revenue) and satisfaction

What You Bring

  • Demonstrable track record of closing new business accounts with larger mid-sized companies, with varying organizational structures
  • Experience selling to EVPs, CXOs and end-users (in the same sales cycle) in both individual and team sales environments
  • Proven success in selling an innovative and disruptive technology
  • Demonstrated ability to generate and execute against a plan to ensure hitting targets
  • A creative mindset with the ability to think outside the box to complex situations
  • Excellent written and verbal communication skills - able to simplify complex topics in a friendly and approachable manner
  • Experience working with cross-functional teams
  • Ability to work in a fast-paced, high-pressure environment and adapt to changing business needs
  • Selling B2B solutions, preferably to HR buyers
  • You enjoy planning, adjusting, executing, winning, and celebrating as a team

What You’ll Get

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

At Checkr, we believe a hybrid work environment strengthens collaboration, drives innovation, and encourages connection. Our hub locations are Denver, CO, San Francisco, CA, and Santiago, Chile. Individuals are expected to work from the office 2 to 3 days a week. In-office perks are provided, such as lunch four times a week, a commuter stipend, and an abundance of snacks and beverages.

One of Checkr’s core values is Transparency. To live by that value, we’ve made the decision to disclose salary ranges in all of our job postings. We use geographic cost of labor as an input to develop ranges for our roles and as such, each location where we hire may have a different range. If this role is remote, we have listed the top to the bottom of the possible range, but we will specify the target range for an exact location when you are selected for a recruiting discussion. For more information on our compensation philosophy, see our website.

The on-target earnings range for this role is $258,000-$304,000 in San Francisco, CA.

The on-target earnings range for this role is $218,000-$257,000 in Denver, CO.

Equal Employment Opportunities at Checkr

Checkr is committed to building the best product and company, which requires hiring talented and qualified individuals with a diverse set of perspectives and lived experiences. Checkr believes in hiring people of all backgrounds, including those whose histories are impacted by the justice system in accordance with local, state, and/or federal laws, including the San Francisco’s Fair Chance Ordinance.

Salary : $50,000 - $300,000

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