Enterprise Customer Success Manager

PermitFlow

• $125K — $150K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of experience in B2B SaaS Customer Success, Account Management, or Strategic Operations.
  • Proven track record managing enterprise-level customers with high annual contract values ($300K+).
  • Self-starter with a builder's mindset, thriving in ambiguity and fast-paced environments.
  • Experience using AI to enhance workflows and looking to automate traditional industry practices.
  • Bonus: background in construction tech or operations-heavy industries.

Responsibilities

  • Own a high-value enterprise customer portfolio, focusing on onboarding, retention, renewals, and expansion.
  • Build strategic relationships with senior stakeholders to become a trusted advisor.
  • Design and execute success strategies that promote product adoption and create customer advocates.
  • Collaborate with cross-functional teams to deploy AI solutions that impact business outcomes.
  • Proactively manage customer risk using key success metrics to develop retention plans.
  • Develop scalable frameworks and processes to enhance the Customer Success function.

Benefits

  • Equity packages
  • 100% paid health, dental, and vision coverage
  • Company-issued laptop
  • Home office & equipment stipend
  • Complimentary lunches and dinners via UberEats with a stocked kitchen
  • Commuter benefits
  • Team-building events
  • Unlimited PTO
Full Job Description
Our HQ is in New York City with a hybrid schedule (3 in-office days per week). We prefer NYC-based candidates or those open to relocation.

Role Overview

As Enterprise Customer Success Manager, you'll report directly to the VP, Customer Success and collaborate regularly with the CEO and VP, Operations. Owning our most complex, high-value customer relationships, this role goes beyond managing accounts; it's about driving value, influencing product direction, and helping build the CS function for scale.

What You'll Do
  • B2B Enterprise Ownership: Own a high-value book of business across onboarding, retention, renewals, and expansion.
  • Drive Onboarding and Implementation: Orchestrate the customer journey from day 1 to ensure time to value is as efficient as possible
  • Strategic Partnership & Stakeholder Mapping: Build deep, strategic relationships with senior stakeholders, acting as a trusted advisor and partner in their long-term success.
  • Success Strategy & Advocacy: Design and execute customer success strategies that drive product adoption, deliver measurable value, and turn customers into PermitFlow evangelists
  • AI-Driven Product Innovation: Collaborate cross-functionally with our CEO, Product, Engineering, and Permit Operations to shape and deploy AI-powered solutions
  • Proactive Risk and Retention Management: Leverage key customer success metrics and KPIs to proactively identify risks, develop mitigation plans, and ensure customer retention.
  • Scale Customer Success: Bring structure and scalability to the CS function by developing repeatable playbooks, reporting systems, and operational frameworks


What We're Looking For
  • Proven experience: 5+ years across B2B SaaS Customer Success, Account Management, or Strategic Operations with a strong track record of managing enterprise-level customers with high ACVs ($300K+) and complex requirements
  • Data-driven: Proven ability to leverage product usage data to uncover actionable insights that drive customer success and demonstrate the value and ROI of the partnership.
  • A builder's mindset: You bring a scrappy, self-starter mindset and thrive in ambiguity, driving clarity, collaboration, and progress in a fast-paced startup environment
  • AI-first approach: You're excited to work alongside top technical talent to help automate a massive and antiquated industry, and consistently use AI to enhance your own workflows


What We Offer (Full-Time Roles Only)
  • Competitive salary and meaningful equity in a high-growth company
  • 100% company-paid base medical, dental, and vision coverage for employees + healthcare FSA
  • 401(k) savings plan
  • Unlimited PTO and paid family leave
  • Home office & equipment stipend
  • Daily in-office lunch and dinner provided
  • Commuter benefits (pre-tax transit and parking)


This position requires extensive travel, estimated at 25% of the time, to visit customers, attend conferences, and participate in company on-sites.

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