[Hiring] Director, Legal @Freshpaint

Role Description

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.

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 various 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.

Qualifications

• 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.

Benefits

• 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!