Head of Finance & Operations

Head of Finance & Operations Location: New York City (Fully In-Person) About Besty AI Besty AI is the leading AI-native operating system for the $1T+ short‑term‑rental and hotel industry. We’re a venture-backed seed stage startup backed by Ridge Ventures, Grand Ventures, and Bungalow Capital. We’ve raised over $6M from the heads of the Stanford & Berkeley AI labs and investors behind Discord, Fastly, Hugging Face, Covariant, and Replicate. Besty was founded by a property manager who scaled from 0 to 30 listings in under 10 months, an AI scientist from Yale, and an all-star team of software engineers obsessed with shipping a product loved by hundreds of paying hosts. We’re proud to serve 10,000+ properties worldwide with practical AI applications to make their daily lives easier. As the first dedicated Finance and Operations hire at Besty, you will report directly to the CEO. Your primary mission is to de-risk the transition from Seed to Series B - professionalizing the back office, translating operational data into investor-ready insights, and serving as the connective tissue between the CEO (Sales), CTO (Engineering), and the Board of Directors. Key Responsibilities Financial Stewardship & Investor Relations
Own the preparation of board decks and monthly KPI reporting. Track and clearly explain high-level SaaS metrics (Burn Multiple, LTV/CAC, Sales/Marketing Efficiency) to investors.
Lead the design and implementation of the company's financial model. Develop growth forecasting scenarios to guide hiring, spend, and future fundraising efforts.
Maintain the source of truth for the company's data, ensuring Besty is always ready for its next capital raise. Operational Infrastructure & Scalability
Establish the structure needed to scale from $2M to tens of millions in revenue - including standardizing pricing strategies and refining customer onboarding and implementation workflows.
Oversee vendor onboarding, fulfill contract obligations, and manage enterprise-level security questionnaires and audits.
Act as a strategic partner to the CEO and CTO to ensure cross-functional projects stay on schedule. You ensure that what is promised in a contract is delivered by the product team. People Operations & Administration
Own the day-to-day vital tasks: payroll, HR administration, AP/AR, and compliance documentation (including visa requirements for international team members).
Support recruiting processes, manage relationships with external recruiters, mentor junior employees, and reinforce an entrepreneurial ownership culture. Professional Qualifications
4+ years of experience in high-growth, venture-backed B2B SaaS companies
VP-level or equivalent experience in finance and operations with cross-functional ownership
Verifiable track record of leading an organization through significant growth phases (Seed/Series A through Series B and beyond)
Technical proficiency to build a complex financial model combined with the operational grit to manage HR and vendor negotiations
Previous experience managing P&L and driving scale in a high-performance, dynamic organization
Experience supporting capital raises from early to late stages (venture capital, venture debt, etc.)
Excellent communication skills, capable of interfacing confidently with board members and lead investors
Knowledge of the hospitality or short-term rental industry is a plus Personal Characteristics
A natural leader who can influence and inspire across all levels of the organization
Entrepreneurial with high energy, dedication, and an unrelenting drive to succeed and win
A strategic thinker experienced in crafting and executing high-velocity growth strategies
Clear communicator with a proven ability to build influence with key vendors, customers, and investors
Inspires a culture of innovation, execution, collaboration, and accountability
Comfortable owning "whatever's needed" projects in a seed-stage, all-hands-on-deck environment Compensation & Equity
Base Salary: $150,000 – $200,000 (flexible for the right candidate)
Equity: 0.3% – 0.5%