Account Executive, SMB

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

$125,000 - $150,000 a year

Example:

Compensation Structure 

TTC: $150K Depending on the level of experience and interview performance. 

Base: $75K The high base-to-commission ratio reflects the operational and administrative R&Rs.

Commission: $75KCommission will be based on sales results.

We offer amazing benefits that align with our values and culture:

Your Health

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 

Your Life

Flexible Time Off Program

Generous leave for new parents

Military leave

16 Paid Holidays

Sabbatical Program

Your Future

401K with 4% Matching after 6 months

Your Work Life

Remote work

Work with experts in leadership, culture, and personal development

Weekly Thrive Time

Reimbursement programs

For more information, see:

Our Mission, Vision, & Values -https://www.15five.com/about

Our People and Culture -https://www.15five.com/about/careers

Diversity, 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 attract, motivate, and retain talented employees. The base salary range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the role across all US locations. We benchmark all roles for compensation in ranges relative to the top half of the market of similar tech companies using up-to-date market data. Within the range, individual pay is determined by the budget allocated for the role and additional factors, including job-related competencies and skills, experience, and relevant education or training. Please note that the compensation details listed in US job postings reflect the base salary only, and do not include bonus, equity, or benefits.

The US new hire base salary range for this full-time role is $125,000 - $150,000 + equity + benefits. Note that base salary ranges are reviewed each year based on up-to-date market data, and team members who are performing are eligible for a merit increase, budget permitting. In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification document form upon hire.

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