Director, Customer Success

About Compa

Compa is a venture-backed AI startup revolutionizing the future of compensation! We're bringing AI-forward tools and human-centered engineering to make pay competitive and fair, for all. By offering a premier, live compensation data platform that delivers top-tier intelligence to enterprise teams, we enable the world's largest companies to make smart and fair decisions while staying competitive and compliant. In dynamic job markets during the rise of AI, companies need the best data to stay competitive!

Our force-multiplying team is powered by live data and thoughtful design, and our products have earned the trust of the world’s largest companies: NVIDIA, Stripe, DoorDash, OpenAI, Moderna, Workday, Ulta, Target, and more.

Come build with us!

The Role

As Director of Customer Success, you’ll build and lead the team that helps Compa’s enterprise customers get lasting value from our platform. You’ll set the strategy for how we support, retain, and grow some of the world’s largest companies, using data, AI, and automation to deliver a high-touch experience at scale. You’ll work closely with Sales, Onboarding, Product, and our compensation experts. You will report to the Chief Revenue Officer (CRO).

What You’ll Do

• Design the CS operating mode: customer segmentation, coverage model, roles, and the handoffs between Sales, Onboarding, and CS

• Own the net revenue retention, gross retention, adoption, and expansion outcomes, and report on them to executive leadership

• Define how we measure efficiency (e.g., ARR per CSM, accounts per CSM, cost to serve) and set targets for improving it as we grow

• Build relationships with senior leaders at key enterprise and Fortune 500 accounts

AI and automation

• Design an AI first CS motion: automate routine work like health scoring, renewal prep, QBR prep, and customer communications, so CSMs spend their time on high-value strategic engagement

• Select, implement, and own our CS tooling stack, and build or commission the workflows and agents that surface risk and opportunity early

• Make “can this be automated or AI-assisted first?” the default question before any new hire request

Team

• Hire, coach, and develop CSMs, and set the standard for what great looks like at Compa

• Stay hands-on: act as a player-coach on escalations and key executive relationships, especially in the early stages

Customers and cross-functional partnership

• Build playbooks for onboarding handoff, adoption, renewals, risk, and expansion, then keep refining them with data

• Work with our compensation experts to deliver strategic guidance and value to customers

• Turn customer feedback and usage data into clear Product roadmap input

What We’re Looking For

• 6+ years of experience in customer success, including 3+ years in a management role

• Experience in a SaaS or AI technology company

• Experience working with enterprise and Fortune 500 customers

• Experience using AI and automation to drive efficiency and improve customer success outcomes

• Experience hiring, developing, and scaling a customer success team

• Experience handling customer escalations

• Experience building and implementing customer success playbooks

• A data-informed approach to decision-making

As a Plus

• Experience in a startup environment

• Experience with compensation, HR tech, or data-driven products

• Hands-on experience with customer success platforms and AI-enabled CS tooling

Compa offers a competitive and comprehensive benefits package including medical, dental, vision, PTO and parental leave, equity, company offsites, continuous education, commuter benefits and a flexible work environment.

Compensation (from employer):
Tier 1 Compensation: On Target Earning $180K – $220K • Offers Equity • 80/20 split