Jobs and Careers
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Account Executive, SMB

15Five
US, RemoteRemotefull_timeVerifiedPosted 12 Aug 2025
💰 $150,000/yr($125,000/yr$150,000/yr)

About the role

15Five is a strategic performance management platform that helps businesses and their people thrive by turning insights into action. It empowers HR leaders with data-driven recommendations, equips managers to drive change, and boosts engagement, performance, and retention. The platform combines generative AI, custom analytics, and human-centered design in one solution, offering 360° reviews, engagement surveys, goal and OKR tracking, manager coaching, and ongoing feedback tools like guided 1-on-1s and check-ins.
A career at 15Five is more than a job, it’s a culture of personal and professional growth. We’re a fully remote, high-purpose, high-performance team that values meaningful connections and celebrates diverse experiences.
Job Summary: The Small and Medium Business (SMB) Account Executive role at 15Five is a high-energy, high-volume sales position responsible for managing the full sales cycle for small and mid-sized businesses. You’ll combine strong discovery skills, deep product knowledge, and a consultative approach to help leaders solve challenges in performance management, engagement, and HR/People Ops. 
As a trusted advisor, you’ll guide prospects through evaluation, build lasting relationships, and close new business. This is a fast-paced, high-growth environment where you’ll directly shape our SMB Go-to-Market strategy and make a meaningful impact on our customers and our sales team’s success.

Pipeline & Sales Execution Expectations

  • 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

Desired Experience

  • Strong discovery, objection handling, and closing skills
  • Experience in HR tech, HRIS, or payroll systems strongly preferred
  • 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
  • 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

What We Offer

  • Industry and internal executive visibility with the opportunity to shape and evolve our partner program
  • Autonomy in managing your role and responsibilities with support from a dynamic team
  • A valued position contributing to the alignment of our partner program with the company’s growth trajectory and top priorities
  • Competitive salary and benefits package
  • A collaborative and innovative work environment that encourages professional growth and development
We offer amazing benefits that align with our values and culture:
Your HealthMedical, dental, vision with 15Five cost subsidyEmployer paid Short-Term, Long-Term Disability, and Term LifeFamily planning support with enhanced medical plans and consultation programsInclusive Benefits StipendAccess to mental health support via TalkSpacePhysical wellness online coaching 
Your LifeFlexible Time Off ProgramGenerous leave for new parentsMilitary leave16 Paid HolidaysSabbatical Program
Your Future401K with 4% Matching after 6 months
Your Work LifeRemote workWork with experts in leadership, culture, and personal developmentWeekly Thrive TimeReimbursement programs
For more information, see:Our Mission, Vision, & Values -https://www.15five.com/aboutOur People and Culture -https://www.15five.com/about/careersDiversity, Equity, Inclusion, & Belonging -https://www.15five.com/deib
Our Personal & Professional Development Resources -https://www.15five.com/resources/content-library
Reading over the role description and feeling like you don’t check every box? That’s okay; if you think you have what it takes but don’t necessarily meet all the criteria, please apply—you could be exactly who we are looking for!
15Five follows equitable hiring practices. Our compensation programs are designed to at

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Company

15Five

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