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Customer Success Director

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Stuut
Full Time position
Listed on 2026-10-16
Job specializations:
  • Sales
    Customer Success Management, Client Relationship Management, Account Manager
  • Customer Service/HelpDesk
    Customer Success Management, Client Relationship Management, Account Manager
Salary/Wage Range or Industry Benchmark: 220000 - 300000 USD Yearly USD 220000.00 300000.00 YEAR
Job Description & How to Apply Below
About Stuut

Stuut is the AI coworker that runs order-to-cash for the world’s leading enterprises. Across order management, credit, collections, payments, cash application, disputes and deductions, Stuut does the work end to end and keeps going until the cash hits the bank.

Over 150 companies, spanning the mid-market to the Fortune 50, including Honeywell, Zoom Info and Perkin Elmer, use Stuut to unlock up to 40% more cash flow and cut DSO by 47%. More than $3 billion has moved through the platform to date.

Founded in New York by Tarek Alaruri and Ben Winter, Stuut has raised $93 million from Insight Partners, Andreessen Horowitz, M12, Microsoft’s Venture Fund, and others. Learn more .

The Customer Success Director will own a book of accounts post-sale through renewal and expansion. You are the primary relationship owner: driving adoption, protecting retention, and finding expansion paths tied to the customer's AR outcomes (DSO reduction, cash application accuracy, dispute cycle time)

Responsibilities
  • Own onboarding through steady-state for an assigned account portfolio.
  • Drive product adoption against each customer's stated business outcomes, not feature checklists.
  • Run QBRs: outcomes delivered, ROI, expansion opportunities.
  • Own renewal forecasting and GRR for your book; flag churn risk early with a clear reason and remediation plan.
  • Identify and pursue expansion (upsell, cross-sell across Stuut products) in partnership with Sales.
  • Escalate technical or implementation issues to FDE/Support with clear context; stay accountable for resolution from the customer's side.
  • Maintain accurate account health data in Vitally.
What Success Looks Like
  • GRR and NRR targets met for your book (org target: NRR >110%).
  • Onboarding velocity and time-to-value hit target.
  • Clean, current account records; no surprises in forecast.
Requirements
  • 4+ years in Customer Success or Account Management at a B2B SaaS company, ideally fintech or finance-workflow software.
  • Track record owning renewal/expansion numbers, not just satisfaction scores.
  • Comfortable with ambiguity: this is a growth-stage company building CS process as it scales.
  • Financial/AR domain fluency a plus, not required.
  • Excellent written and verbal communication; comfortable running exec-level QBRs.
US Compensation
  • Top-of-market salary and equity package
  • Benefits (for U.S.

    -based full-time employees)
  • Medical, dental & vision insurance coverage for you
  • 401(k) & Match
  • Equity
  • Flexible PTO
  • Parental Leave

Stuut is an equal opportunity employer committed to building a team with diverse backgrounds, perspectives, and experiences. We do not discriminate based on race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, genetic information, or any other characteristic protected by applicable law.

We are also committed to providing reasonable accommodations throughout the application and interview process. If you need any accommodations, please do not hesitate to reach out.

Compensation Range: $220K - $300K

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