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stayai - Director of Finance & Operations

Remote - USA+ Equity3d ago

Requirements

• We’re looking for a Director of Finance & Operations to join our leadership team and play a key role in scaling our company. Reporting directly to Gina Perrelli, Stay’s CEO, you’ll own all aspects of financial strategy, operations, and people functions, ensuring we have the insights and structure needed for sustainable growth. You’ll be a strategic partner in driving our next stage of expansion. If you’re a hands-on finance and operations leader with startup experience and a passion for building, we would love to chat! • 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 • 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

• Finance & Strategy • 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) • People Operations & HR • 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 • IT & Systems Administration • 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

• Own the systems, processes, and financial infrastructure that hundreds of DTC brands indirectly depend on • High autonomy: you'll set the direction, bring the recommendations, and be the person the business looks to for answers • Strategic impact: you'll be a close strategic partner to the executive team, brought into the conversations that shape the direction of the company • Cross-functional influence: you'll be the connective tissue between finance, ops, and people strategy, with the scope to drive cohesion across the business