Director of Finance & Operations
Stay AI•New York, NY
•Remote
About The Position
Stay AI is seeking a Director of Finance & Operations to join their leadership team and play a key role in scaling the company. Reporting directly to the CEO, this role will own all aspects of financial strategy, operations, and people functions, ensuring the company has the insights and structure needed for sustainable growth. The ideal candidate will be a hands-on finance and operations leader with startup experience and a passion for building.
Requirements
- 8+ years of experience in a leadership role in finance (previously Director/VP/Head of Finance), preferably in the tech/SaaS space
- Expertise in budgeting, forecasting, financial reporting and modeling
- Experience partnering with the CEO and executive team to drive strategic decision-making
- Familiarity navigating and leveraging data from CRM (e.g. Salesforce) and ERP systems (e.g. Quickbooks, NetSuite)
- Experience in scaling financial systems and processes in a fast-paced environment
- Familiarity with SaaS tool administration, vendor management, and software contract negotiation
- Strong communication skills to translate complex financial and operational insights into actionable business strategies
- Ability to thrive in a dynamic startup environment, demonstrating adaptability, curiosity, and a willingness to take initiative
- Excellent problem solving skills and the ability to effectively communicate complex concepts across cross-functional teams
Nice To Haves
- Experience in the eCommerce/Shopify ecosystem
- Hands-on experience with fundraising and with tax compliance
- Experience managing or overseeing HR/People Ops functions, including onboarding, offboarding, and employee lifecycle management
Responsibilities
- Own FP&A, financial modeling, and long-term planning
- Lead investor reporting and board-level financial presentations
- Manage cap table administration and equity matters
- Oversee upkeep and ongoing refinement of KPI scorecard reporting and financial dashboards
- Support strategic initiatives (Cross-functional strategic / analytical support, M&A, fundraising)
- Oversee legal, insurance, and compliance matters as needed
- Lead audit process
- Support variable compensation plan development and execution (i.e. monthly & quarterly commission calculations)
- Own the People Ops function, with an HR Manager reporting directly to you
- Oversee employee onboarding and offboarding end-to-end, ensuring a smooth and consistent experience across the organization
- Partner with hiring managers and leadership on people strategy, compensation benchmarking, and organizational planning
- Maintain and improve HR policies, employee handbook, and compliance with applicable employment laws
- Serve as IT and tool admin for all corporate and GTM software, overseeing provisioning and de-provisioning of user access
- Manage the company’s SaaS tool stack, including license tracking, usage audits, and vendor relationships
- Lead negotiations for software renewals, working to optimize cost and contract terms across the portfolio
- Establish and maintain processes for tool governance, access controls, and security compliance in partnership with relevant stakeholders
Benefits
- Annual offsite retreats in Park City and Mexico
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What This Job Offers
Job Type
Full-time
Career Level
Director
Education Level
No Education Listed
