Job Description

15Five is the AI-powered performance management platform built for business impact. 15Five’s AI-powered all-in-one people management system is easy to use, delivers effortless insights, and enables managers to lead with impact so that companies and their people can thrive. Within the flow of work, HR leaders are empowered with data-driven insights and recommendations while managers are transformed into change-makers, accelerating engagement, performance, and retention. 15Five combines generative AI, custom analytics, and human-centered principles within a complete platform, including 360° performance reviews, engagement surveys, goal tracking, manager coaching and training, 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 gives you the chance to build the future of work together - where you’ll be surrounded by a culture anchored in No BS, High Standards & High Support, and Work in the future.

The Renewal Specialist protects and stabilizes retention across a high-volume portfolio of primarily unowned and scaled accounts, ensuring predictable renewal execution through a risk-prioritized, data-driven system. By leveraging AI-enabled insights, automation, and targeted outreach, the Renewal Specialist proactively identifies churn risk, leads negotiations, manages stakeholder relationships, and ensures customers are renewal-ready by reinforcing realized value and positioning them for continued success and outcomes with the platform.

Areas of Focus

Retention Performance
Proactive Risk-Based Renewal Prioritization
Commercial & Negotiation Excellence
Trusted Executive & Stakeholder Engagement
Forecast Accuracy & Operational Discipline

Responsibilities

Own end-to-end renewal execution across the prioritized unowned portfolio, including outreach, negotiation, contracting, and forecast management, supported by AI and automation
Lead renewal readiness conversations with executive stakeholders to ensure alignment on continued platform adoption and outcomes
Monitor and act on risk signals to proactively mitigate churn risk
Execute targeted engagement strategies across risk tiers, balancing scaled automation with strategic human intervention where risk warrants
Escalate at-risk accounts early and orchestrate internal cross-functional resources to drive retention outcomes
Maintain disciplined CRM hygiene, renewal stage progression, and forecasting accuracy
Continuously provide feedback to improve risk signals, automation workflows, and renewal playbooks

Required Experience & Competencies

Demonstrated success managing high-volume renewal or commercial portfolios, including contract negotiation and retention ownership
Genuinely love the craft of sales!
Strong executive presence and negotiation capability, with the ability to lead commercially complex renewal discussions
Proven ability to prioritize effectively using data and risk indicators in fast-paced, high-volume environments
Ability to orchestrate cross-functional internal resources to resolve customer risks and stabilize renewal outcomes
Experience leveraging automation, AI-driven tools, and modern GTM systems to scale customer engagement
Adaptability in dynamic, fast-changing environments, navigating ambiguity while maintaining execution consistency
Thrives in startup environments, energized by building, scaling, and shaping long-term company potential

Sample Week in the Life

Monday: Review renewal risk priority reports and dashboards, conduct targeted outreach to newly flagged at-risk customers, customer calls and prepare renewal readiness plans for upcoming renewal conversations later in the week
Tuesday: Renewal & Expansion Team weekly meeting, lead renewal alignment calls with key stakeholders and executive buyers, update renewal stages and forecasting inputs
Wednesday: Weekly enablement session, Strategic Account Management team office hours, coaching 1:1 with manager, review recent product releases
Thursday: Customer calls, collaborate with cross-functional teams to stabilize high-risk accounts, escalate accounts requiring leadership involvement to accelerate renewal progress, 1:1 with the Customer Sales Specialist on identified upside potential
Friday: Renewal 1:1 with manager, customer calls, team Deal Walk, review performance metrics, and lock forecasting for the week ahead

Schedule & Work Location

This is a full-time, salaried exempt position.
The typical work week will be Monday through Friday, between the hours of 8:00 am and 6:00 pm (flexible), working an expected 40+ hours/week.
Ability to accommodate early-morning or after-hours meetings minimum 4 days a week is a must due to support efforts across various time zones.
This role reports to our Head of Renewals & Expansion

$60,000 - $80,000 a year

This range represents the annual On-Target Earnings for a US Full-Time Renewals Specialist. Annual OTE consists of base pay and variable components.

This role’s Total Rewards package includes participation in equity awards and comprehensive benefit and wellbeing offerings.

We offer amazing benefits that align with our values and culture

Your Health & Wellbeing

Medical, dental, vision with 15Five cost subsidy

Employer paid Short-Term, Long-Term Disability, and Term LifeFamily planning support with enhanced medical plans and consultation programs

Inclusive Benefits Stipend

Access to mental health and wellness resources

Your Life

Flexible Time Off Program

Generous paid leave for new parents

Military leave

Paid Company 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

For more information see:

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

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

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 who are highly engaged, high performing, and have an exceptional impact on the business and our customers.

The salary range displayed on each job posting reflects the target for new hire salaries for the role across all US locations. Within the range, individual pay is determined by 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 do not reflect added total compensation including equity or benefits.

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.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.