Customer Success
Customer Success

Customer Success Manager Lead

Job Details:
Team:
Customer Success
Location:
Remote
Employment:
Independent Contractor
Apply now
Posted day:
January 28, 2026

What you’ll do

Lead & Develop the Customer Success Team

  • Lead, coach, and mentor a team of Customer Success Managers across multiple customer segments.
  • Own team performance by running regular 1:1s, tracking KPIs, and following up on monthly and quarterly goals.
  • Build a culture of ownership, accountability, continuous improvement, and strong customer focus.
  • Onboard and train new CSMs, ensuring consistent adoption of processes, playbooks, and best practices.

Drive Customer Retention & Health

  • Ensure customers achieve measurable value from Ontop’s products and services.
  • Own customer health metrics, risk analysis, and overall retention strategy.
  • Proactively identify churn risks and activate mitigation and recovery plans.
  • Partner cross-functionally to resolve operational issues and remove customer-impacting blockers.

Strengthen Product Adoption & Customer Maturity

  • Guide customers through product activation and expansion into new features and solutions.
  • Drive adoption of core workflows, including payments, payroll, compliance, and multi-product usage.
  • Build scalable frameworks to measure product adoption, customer maturity, and long-term value.

Operational Excellence & Process Leadership

  • Own the end-to-end customer journey, from onboarding through renewal handoff.
  • Ensure SLA execution and a consistent, high-quality customer experience.
  • Collaborate closely with Product, Support, Operations, and other internal teams to improve processes and customer outcomes.

Partner with Account Management (Commercial Team)

  • Work closely with Account Managers to surface upsell and expansion opportunities (without direct selling responsibility).
  • Provide customer insights and value narratives that support renewals and commercial conversations.
  • Ensure tight coordination between Customer Success and Sales for a seamless customer experience.

What we’re looking for

Experience

  • 4+ years of experience in Customer Success, Account Management, or CS Operations.
  • 1–2 years of experience leading, coaching, or mentoring Customer Success teams.
  • Experience in SaaS environments, ideally within fintech, HR tech, global payroll, or payments platforms.
  • Proven experience managing customers under recurring revenue or subscription-based models.

Skills

  • Strong analytical and problem-solving skills, with the ability to turn data into action.
  • Excellent communication skills, including executive-level presentation and stakeholder management.
  • Ability to lead through change, influence cross-functionally, and drive alignment across teams.
  • Comfortable operating in fast-paced, high-growth environments.
  • High sense of ownership, strong structure, and attention to detail.

Tools & Technical Skills

  • Hands-on experience with CRM systems (Salesforce or HubSpot preferred).
  • Familiarity with support tools such as Zendesk and workflow automation platforms.
  • Strong proficiency in Excel or Google Sheets, dashboards, and data-driven reporting.

What we offer

  • Fully remote culture: Work from anywhere in the world. 🌍
  • Competitive compensation: Aligned with your experience, cost of living and market. 💸
  • Global payment flexibility: We support payouts in multiple currencies so you can get paid wherever you are. 💳
  • Access to coworking spaces worldwide: Connect, collaborate, or work in inspiring environments anytime. 🏢
  • Freedom & Results culture: Autonomy, ownership, trust, and clear outcomes. 🎯
  • Unlimited PTO: With a mandatory minimum to help you truly disconnect. 🏝️
  • Quarterly recognition programs: Including our Workation for Pinnacle Award winners. 🏆
  • Learning & development opportunities: Exposure to cutting-edge AI tools. 🤖
  • Work-life flexibility: With async collaboration and a global distributed team. ⏱️

Apply for this job

Start your journey with us.
Send your application and take the first step toward joining the Ontop family.

Start your journey
Landscape earth planet