Chief Revenue & Operations Officer (CROO)
Location: Brooklyn NY (Onsite)
Compensation: $350000$500000
About the Role
We are a fast-growing financial platform built for frontline workers helping hardworking individuals gain access to fair transparent financial products. We are hiring a high-energy founder-style executive who combines enterprise sales excellence with operational discipline.
This role requires someone who is both a closer and a builder capable of tripling revenue while tightening risk improving rollout quality and ensuring every customer and partner experience is operationally flawless.
You will work directly with the founders to drive commercial strategy expand into new markets fix weak spots in operations and build an operating cadence grounded in clarity discipline and execution.
Top Priorities (First 1218 Months)
Triple revenue through enterprise sales and rapid market expansion
Close enterprise deals with:
Multi-site SNFs
Homecare agencies
Staffing companies
Unions
Pension administrators
Drive flawless operational rollouts and activation for large partners
Strengthen underwriting discipline and reduce failed paybacks
Build alignment across product operations compliance and risk
Improve user retention through better onboarding and experience
Create a simple repeatable operating cadence across the entire company
Key Responsibilities
Enterprise Sales & Revenue Leadership
Own enterprise sales pipeline from prospecting close activation
Develop and expand relationships with healthcare fintech staffing and benefits organizations
Create repeatable sales processes and revenue reporting rhythms
Build and lead a high-performance commercial team
Operational Execution & Partner Enablement
Oversee rollout of all enterprise partners; ensure clean onboarding and predictable delivery
Coordinate with product engineering and operations to execute new features and workflows
Build scalable processes to support growth customer reliability and compliance
Risk Underwriting & Compliance
Establish frameworks to reduce failed repayments and strengthen risk controls
Ensure operational processes meet regulatory financial and compliance standards
Work cross-departmentally to align risk product and customer success
Company-Wide Operating Cadence
Create dashboards KPIs and weekly/monthly reporting
Introduce consistent performance management accountability and predictability
Instill discipline across teams without slowing innovation
Must-Have Experience
10 years leading both B2B2C sales AND operations
Closed enterprise deals in fintech payroll HR tech benefits healthcare or staffing
Direct P&L ownership of a $520M business
Proven ability to 24 revenue
Led operational teams handling risk compliance payouts or complex workflows
Experience serving frontline or underserved populations
Skilled in stabilizing messy rollouts and transforming scrappy teams into structured performers
Traits & Leadership Style
Hands-on closer deeply operational builder
KPI-obsessed; comfortable living inside dashboards
Low-ego direct collaborative
Founder-friendly challenges respectfully executes aggressively
Moves fast but respects risk and compliance
Thrives in building fixing and scaling simultaneously
Final Invitation to Apply
If youre a high-energy operator who can sell build scale and bring discipline to a fast-growing fintech platform serving frontline workers wed love to speak with you.
Apply Online:
Required Experience:
Chief
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