Outside Sales Account Executive - Peabody, MA area

About Connect Pay

Connect Pay provides comprehensive payroll and HR solutions specifically designed for small and medium-sized businesses. Our mission is to simplify payroll processes while ensuring full compliance with tax regulations, enabling our clients to focus on growing their businesses.

At Connect Pay, we pride ourselves on combining cutting‑edge technology with a personalized, human‑first approach. We tailor payroll processing, tax compliance, and HR support to meet clients’ unique needs. We value our employees as our greatest asset and foster a culture of innovation, collaboration, and professional growth.

This is a field‑based Outside Sales Account Executive position in the Peabody, MA / North Shore area. The Executive will conduct exploratory conversations with small businesses, identify payroll needs, and demonstrate how Connect Pay’s value proposition addresses those needs.

• Manage all aspects of the sales cycle: pipeline building, target opportunity identification, qualifying leads, meeting prospective clients, negotiating, and closing business.
• Build rapport, maintain detail orientation, stay motivated by success.
• Develop a referral or reciprocity program with local community influencers and business leaders.
• Report sales activity metrics on a daily, weekly, and monthly basis.
• Collect documentation for successful conversion of payroll data from previous provider to Connect Pay platform.

• Bachelor’s degree in finance, marketing, or a related field (plus).

• 3+ years of outside B2B sales experience in a competitive, quota‑driven environment.
• Experience hunting/prospecting in an outside sales role.
• Track record of nurturing, managing, and developing a defined sales territory.
• Strong, polished professional communication skills.
• Proficiency in Microsoft Office, CRM systems, and internet/social media platforms.
• Demonstrated high achievement record.

• Experience selling payroll services.
• Fluency in English and Spanish.

Base salary range: $55,000 – $76,000. On‑target earnings for commission‑based roles: $100,000 – $125,000 (base + commission). Commission structure will be detailed during interview.

401(k) with company contributions, group medical, dental, and vision coverage, life insurance, short‑ and long‑term disability insurance, and flexible spending accounts.

CP Payroll is an equal opportunity employer. We are committed to a work environment free from discrimination and harassment. All employment decisions are made without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, marital status, veteran status, or any other protected characteristic under applicable law.