Customer Success Director

Stuut; Chicago (IL); On-site; USD 220,000 - 300,000; Full time

Benefits offered by this job

Medical, dental & vision insurance

401(k) & Match

Equity

Flexible PTO

Parental Leave

Job summary

Stuut is seeking a Customer Success Director to own a post-sale book 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 include onboarding through steady-state for an assigned account portfolio, driving adoption, leading QBRs, renewal forecasting and GRR, and pursuing expansion with Sales.

Qualifications

• 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 as CS scales.

Responsibilities

• Own onboarding through steady-state for an assigned account portfolio.
• Drive product adoption against customer outcomes, not features.
• Run QBRs: outcomes delivered, ROI, expansion opportunities.
• Own renewal forecasting and GRR; flag churn risk early with remediation plan.
• Identify and pursue expansion with Sales.
• Escalate technical or implementation issues with clear context; stay accountable for resolution.
• Maintain accurate account health data in Vitally.

Skills

Customer Success

Account Management

B2B SaaS

Communication

Data-Driven

Tools

Vitally

Job description

Stuut is transforming how B2B companies turn revenue into cash. Businesses worldwide have trillions tied up in receivables, yet the work between order and payment still relies on fragmented systems and labor-intensive manual processes. Stuut’s AI agent works across order management, credit, collections, payments, cash application, disputes and deductions, carrying context through every step. Customers reduce DSO by 47%, collect 40% more cash and eliminate 70% of manual work without replacing their ERP.

Stuut is already trusted by finance teams at companies including Honeywell, Medtronic and ZoomInfo, from Fortune 10 enterprises to scaling mid-market businesses. We are backed by a16z, Khosla Ventures, Activant, 1984 Ventures, Page One and Microsoft.

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.

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

Compensation Range: $220K - $300K