Customer Success Director
- Location
- Chicago, IL (Remote) · On-site
- Job type
- Full-time
- Level
- Director
- Experience
- 4+ years
- Listed
- 23 days ago
Skills & highlights for this role
- renewal and expansion management
- customer onboarding
- B2B SaaS account management
Also useful
- fintech
- AR and order-to-cash workflows
- QBR facilitation
Stated benefits & perks
- Medical
- Dental
- Vision
- 401k match
- Flexible pto
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
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, ZoomInfo and PerkinElmer, 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.
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)
Equal opportunity and legal notices
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.
From Stuut's careers page, first listed on Rolev.ai on October 17, 2026. Rolev.ai is not the employer.
How Rolev.ai helps with this application
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Common questions
Where is the Customer Success Director job at Stuut located?
Yes, this Customer Success Director opening at Stuut is listed as Chicago, IL (Remote) (On-site). Always check Stuut's application page for specific state eligibility or relocation policies.
What qualifications are required for Customer Success Director at Stuut?
For the Customer Success Director role, Stuut highlights 4+ years of relevant experience; experience with renewal and expansion management, customer onboarding, B2B SaaS account management. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.
How do I apply for the Customer Success Director position at Stuut?
This listing links directly to Stuut's Ashby application page. You can apply directly on Stuut's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.