Enterprise Customer Success Manager

Probook

$160K — $200K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7+ years in B2B SaaS Customer Success with significant portfolio management experience
  • Experience in startup environments or proven ability to create customer success playbooks
  • Demonstrated ownership and strategic management of enterprise accounts
  • Proven ability to navigate complex, multi-stakeholder environments
  • Familiarity with vertical SaaS or field operations software is a plus
  • Based in New York City

Responsibilities

  • Manage a portfolio of Probook's largest and most strategic accounts
  • Own and drive successfully post-launch relationships, including renewals and expansions
  • Conduct quarterly business reviews and health checks for client accounts
  • Oversee escalation management for client issues
  • Collaborate cross-functionally to gather feedback and address product gaps impacting retention

Benefits

  • Equity in the company
  • Comprehensive medical, dental, and vision health coverage
  • Monthly allowance for commuting, meals, and gym expenses
  • Nightly meal delivery credit
  • Access to renowned investors and advisors
Full Job Description
The Role

You will carry a portfolio of Probook's highest-ACV accounts and own their success - from post-deployment through renewal and expansion. You drive outcomes, not just relationships. GRR, NRR, and expansion are your numbers to hit.

Who You Are
  • An operator first: You run your book like a business. You track health scores, flag churn risk before it surfaces, and hold customers accountable to the outcomes they signed up for.
  • Commercially sharp: You spot expansion opportunities naturally, build airtight business cases, and are comfortable asking for the renewal and the upsell in the same conversation.
  • A strong executor: You manage a portfolio of complex, multi-stakeholder accounts without dropping anything. Your project management and follow-through skills are airtight.
  • Direct and confident: You communicate clearly and concisely with executives, operators, and economic buyers alike. You deliver hard messages without hedging and earn trust through follow-through, not warmth.
  • Low ego, high output: No task is beneath you. You do whatever it takes to make your accounts successful.


What You Will Own
  • A portfolio of Probook's largest and most strategic accounts, with full ownership of GRR, NRR, and expansion targets
  • The full post-launch relationship: Go-Live through renewal, including QBRs, health checks, escalation management, and expansion plays
  • Cross-functional accountability: work directly with Deployment, Product, and Leadership to surface customer feedback, resolve blockers, and close product gaps that affect retention


Requirements
  • NYC-based
  • 5-7+ years in B2B SaaS Customer Success with a 3M+ book of business
  • Startup experience is needed unless you can prove you have built playbooks 0-1 (Series A-D)
  • Demonstrated ownership of enterprise/strategic accounts (10-30 clients max)
  • Experience managing multi-stakeholder accounts with 3+ decision makers or business units
  • Vertical SaaS OR field operations software OR Home services industry experience is a plus, though by no means required

Compensation & Benefits
  • Equity: Meaningful early-stage equity
  • Base Salary: $160,000 - $200,000 OTE
  • Health: Comprehensive medical, dental, and vision
  • Perks: $500 monthly Ramp card for commuting, meals, gym, etc. (plus $25 in nightly meal delivery credit) and really good office snacks
  • Access: Direct access to world-class investors and advisors

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