Account Executive

Summary

Join 15Five as a Small and Medium Business (SMB) Account Executive and embark on a high-energy, high-volume sales journey. Manage the full sales cycle for SMBs, leveraging strong discovery skills and product knowledge to solve client challenges in performance management and HR. Guide prospects through evaluations, build relationships, and close new business in a fast-paced, high-growth environment. Directly contribute to the SMB Go-to-Market strategy and impact customer success. This role demands pipeline management, deal strategy, forecasting, and consistently closing 6–12 new customers monthly. The ideal candidate possesses strong sales skills, HR tech experience, and a proven track record of exceeding quotas.

Requirements

• Strong discovery, objection handling, and closing skills
• 2–5 years of full-cycle SaaS sales experience, ideally in SMB segments
• Proven ability to meet or exceed quotas and manage high deal volume

Responsibilities

• Own pipeline management, deal strategy, and forecasting
• Manage full-cycle sales from inbound qualification, outbound prospecting, and closing
• Execute insightful discovery that uncovers business pain, success criteria, and enables urgency
• Demonstrate deep understanding of 15Five's product suite, competitive landscape, and customer use cases
• Close 6–12 new customers per month , consistently driving deal velocity while maintaining forecast accuracy

Preferred Qualifications

• Experience in HR tech, HRIS, or payroll systems strongly preferred
• Familiarity with performance management, engagement, or people ops trends is a plus
• Bachelor’s Degree preferred but not required; MBA or relevant certifications a plus

Benefits

• Medical, dental, vision with 15Five cost subsidy
• Employer paid Short-Term, Long-Term Disability, and Term Life
• Family planning support with enhanced medical plans and consultation programs
• Inclusive Benefits Stipend
• Access to mental health support via TalkSpace
• Physical wellness online coaching
• Flexible Time Off Program
• Generous leave for new parents
• Military leave
• 16 Paid Holidays
• Sabbatical Program
• 401K with 4% Matching after 6 months
• Remote work
• Work with experts in leadership, culture, and personal development
• Weekly Thrive Time
• Reimbursement programs