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Head of Customer Success

Head of Customer Success

PermitFlowNew York, NY, US
29 days ago
Job type
  • Full-time
Job description

Head Of Customer Success

We are seeking a seasoned and strategic Head Of Customer Success to lead our CS team and drive exceptional customer outcomes. This individual will be responsible for building a scalable customer success program that ensures customer satisfaction, retention, and growth. This includes managing the entire post-sale customer lifecycle, overseeing a team of CSMs, and directly owning our renewal and expansion motionincluding deal structuring, upsell strategies, and operational rigor.

Key Responsibilities

Customer Success Strategy & Leadership

  • Define and execute scalable CS strategies across onboarding, adoption, retention, and growth.
  • Lead and develop a high-performing team of CSMs with clear goals and KPIs.
  • Build a systematic post-sales processes tracked through our CRM and collaborate cross-functionally to ensure a seamless customer experience.
  • Be accountable to and report on retention and expansion performance metrics (e.g., NRR, churn).

Customer Advocacy, Retention & Risk Management

  • Build strong executive relationships to drive satisfaction, loyalty, and advocacy.
  • Maintain a constant pulse on customer health and proactively identify churn risks.
  • Surface actionable feedback to Product and other teams to enhance the customer experience.
  • Renewals & Upselling

  • Own the full renewal cycle, including forecasting, pricing, deal structuring, and negotiation.
  • Establish and manage proactive renewal timelines and repeatable playbooks.
  • Use Salesforce to systematically track renewals, expansion pipeline, and customer lifecycle milestones.
  • Cross-Functional Collaboration

  • Translate customer insights into actionable feedback to inform Product development and enhance the end-to-end user experience.
  • Collaborate closely with Sales to align on account strategy, identify revenue opportunities, and drive upsell and renewal outcomes.
  • Partner with the Operations team to streamline client communications related to project tracking, status updates, and overall engagement throughout the permitting process.
  • Qualifications

  • 8+ years of experience in Customer Success or Account Management, including 4+ years in a leadership role.
  • Previously scaled and managed CS teams at early-stage or growth-stage startups.
  • Proven track record of managing renewals and upsells, including deal structuring, renewal operations, and contract negotiations.
  • Experience in B2B SaaS, preferably with technical products and / or startup environments.
  • Strong communication, leadership, and project management skills.
  • Experience implementing and managing CRM for CS pipeline and renewal management.
  • Passion for building systems, teams, and processes from the ground up.
  • Experience in construction tech is a huge plus!
  • Even if you don't meet 100% of the qualifications, we recommend applying to the role!

    Benefits :

  • Competitive salary
  • Equity packages
  • 100% paid health, dental & vision coverage
  • Lunch & dinner provided w / a fully stocked kitchen
  • Commuter benefits
  • Unlimited PTO
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    Head Of Customer • New York, NY, US