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Sales Account Executive

Job in Northampton, Hampshire County, Massachusetts, 01061, USA
Listing for: Checkwriters
Full Time position
Listed on 2026-01-24
Job specializations:
  • Sales
    Business Development, Sales Representative
Job Description & How to Apply Below

Join Our Growing Sales Team at Checkwriters!

Are you a motivated, results-driven sales professional ready to take the next big step in your career? At Checkwriters, you’ll have the opportunity to grow, thrive, and be part of a vibrant, supportive team that’s redefining the payroll and HR experience for businesses everywhere.

We are a payroll and HR services software company focused on elevating every step of the customer experience. From interactions with our team to genuinely useful Payroll and HR software — we don’t just provide an excellent product. We have a team of experts who care about the details, and work continuously to ensure that we provide our customers with the best experience they’ve ever had with a payroll and HR provider.

What You’ll Do:

As an Account Executive at Checkwriters, you’ll play a vital role in driving our growth and helping businesses find the HR and payroll solutions they need to succeed. You will:

  • Build and manage a dynamic pipeline of prospective clients through strategic cold calling, targeted email campaigns, networking efforts, and attendance at industry trade shows.
  • Conduct in-depth research and create thoughtful dialogue with prospective clients to understand the unique HR and payroll needs of their organizations.
  • Deliver engaging, solution-focused presentations and product demonstrations that highlight the value of Checkwriters’ platform.
  • Navigate challenges with critical thinking and poise, ensuring a smooth and successful sales process.
  • Collaborate closely with our internal teams to guarantee a seamless onboarding and an outstanding experience for clients.
  • Consistently meet and exceed sales goals.

Who You Are:

We’re looking for energetic, proactive professionals who are excited to grow with us. Our ideal candidate has:

  • Experience in a quota-driven, B2B sales role.
  • Strong communication, presentation, and negotiation skills.
  • The ability to thrive in a target-driven environment.
  • A superior level of professionalism and a passion for delivering exeptional client service.

Individuals from all career paths are encouraged to apply!

We offer a competitive salary and benefits package, company-sponsored social and community events, and an exceptional office workspace including sit to stand desks and private pickleball courts! This position is remote or hybrid eligible and will require occasional travel.

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