Who we're looking for We're looking for a pragmatic, high-judgment legal leader to serve as Freshpaint's Director, Legal. You bring strong expertise in commercial technology transactions, privacy, and compliance, and you're comfortable serving as a strategic partner to the business, moving quickly in an evolving environment and balancing thoughtful risk management with practical execution. You lead with ownership, direct and respectful communication, and a bias toward delivering meaningful impact quickly. What you'll be doing As Freshpaint's first in-house counsel, you'll build and lead the legal function that supports the company's growth as a privacy-first technology business. Reporting directly to the CEO, you'll advise executives and cross-functional teams on commercial, product, privacy, compliance, employment, corporate, and other legal matters while creating scalable processes for a growing organization. Legal here is a direct driver of revenue, not just a risk function - you'll be working directly in the deal cycle, not reviewing paperwork after the fact. This is a highly visible, hands-on role for a legal operator who enjoys solving challenging problems and shaping the way a company works. Primary responsibilities Commercial contracting - Own commercial contracting end to end across new business, renewals, expansion, and partner/agency agreements, including technology and data partners. - Build practical, scalable contract templates, playbooks, and workflows that let the business move fast without routing every question through Legal. - Manage outside counsel and legal spend strategically. Privacy-by-design counsel - Serve as the company's internal advisor on data privacy strategy, embedding with Product and Engineering early so privacy review happens at the design stage, not as a late-stage gate. - Advise on privacy, data protection, security, and compliance matters relevant to Freshpaint's products and operations, with healthcare regulatory experience a strong plus. Liability and risk - Act as a trusted thought partner to the CEO and cross-functional leaders on legal risk, always framed around how the business can move forward safely rather than what it can't do. - Support corporate governance, financing, equity, employment, IP, and other corporate legal matters as needed. - Help develop a proactive, business-first approach to risk management as Freshpaint scales. Desired skills & experience - Juris Doctor degree and active bar membership in at least one U.S. state. - In-house legal experience at a technology or SaaS company, ideally at an earlier-stage, fast-moving startup. - Strong experience negotiating and managing commercial agreements across the customer and vendor lifecycle. - Deep familiarity with privacy, data protection, and technology-related legal issues. - A practical, business-oriented approach that balances appropriate risk management with speed, customer needs, and company goals. - Strong written and verbal communication skills, with the ability to influence senior leaders and collaborate effectively across functions. - Demonstrated ability to operate independently, prioritize competing demands, and make progress in an ambiguous, fast-moving environment. Perks & Benefits We take care of our team-here's a peek at what you get when you join: - Competitive pay + generous equity (10-year exercise window) - Half-day Fridays, every Friday - 16 weeks fully paid parental leave (eligible after 6 months; commission-based roles receive 100% base salary during leave) - Flexible PTO with a required 2-week minimum - Top-tier health, dental & vision (100% covered for you, 80% for dependents) - Intentional & engaging company offsites (past trips: Arizona, Jackson Hole, Nashville, New Orleans & more) And more! Check out our careers page for the full list.