General Counsel (GC)

Trust & Will

2d•$280,000 - $315,000•Remote

About The Position

Trust & Will is hiring a General Counsel to own the company’s legal function and translate business strategy into practical legal guidance. This role is a key member of the leadership team, reports directly to the CFO, and leads an in-house legal team. The General Counsel advises the CFO, CEO, President, and executive team, and works across product, engineering, finance, sales, marketing, People (HR), and external partners. The role oversees legal matters across regulatory compliance, employment law, privacy, AI, intellectual property, litigation, contracts, and corporate governance. It provides strategic counsel on consumer protection, fintech regulations, data privacy, and emerging AI legal frameworks; manages outside counsel; and builds scalable legal processes and automation. The General Counsel also helps the company anticipate legal risks as it expands into new markets and product categories. This position is available only to candidates in the specified Southern California counties. Trust & Will is remote-first, with an optional collaborative co-working space in San Diego.

Requirements

15 or more years of legal experience, including senior in-house leadership at a growth-stage company.
JD from an accredited U.S. law school.
Active bar membership; California or New York membership preferred.
Experience managing and growing legal teams.
Expertise in corporate law, product counseling, contract negotiation, and regulatory compliance.
Strong working knowledge of privacy, AI, and data-use frameworks in technology companies.
Exceptional communication skills and a proven ability to advise executive teams and Boards.
Ability to navigate ambiguity, drive alignment, and lead with a solution-oriented mindset.
Must be located in the Southern California region, specifically Los Angeles, Orange, Riverside, San Bernardino, San Diego, Ventura, Santa Barbara, San Luis Obispo, Kern, or Imperial counties.

Nice To Haves

Experience in estate planning, insurtech, or consumer-facing SaaS.
Prior legal support of AI/ML product development.
Experience with venture-backed growth companies through late-stage scaling or M&A.

Responsibilities

Serve as General Counsel and key legal advisor to the CFO, CEO, President, and executive team.
Lead the in-house legal team, including attorneys focused on privacy, AI, the estate planning product, and corporate matters.
Oversee company-wide legal matters, including regulatory compliance, employment law, privacy, AI use and application, intellectual property, litigation, and contracts.
Assist with corporate governance matters.
Own and optimize relationships with outside counsel, aligning their work with company goals and budget.
Provide strategic guidance on consumer protection, fintech regulations, data privacy, and emerging AI legal frameworks.
Drive the development of legal process automation and scalable workflows.
Advise and support the People (HR) team on employment law, risk assessment, regulatory compliance, and employee relations.
Support cross-functional partners on strategic initiatives, especially in product development and sales.
Anticipate and proactively assess legal risk as the company scales into new markets and product categories.

Benefits

Salary plus an employee equity package.
Flexible time off, encouraged for employees to use.
Generous paid company holidays and breaks throughout the year.
Monthly friends and family day.
Paid time off to volunteer in the community.
Medical, dental, vision, life, and disability insurance; the company covers 100% of premiums for employees and dependents on medical coverage.
Mental health support through Spring Health, access to One Medical for primary care, and Cleo for family planning and caregiving.
Financial wellness benefits, including unlimited one-on-one sessions with a UBS financial coach.
Employer-sponsored 401(k) with up to a 4% company match.
Flexible work schedule and hours.
Family-friendly work environment.
Up to $1,000 annually in learning and development reimbursement.
Optional company-sponsored events and travel throughout the year.
$500 work-from-home stipend and Apple accessories.
Remote-first work arrangement and optional use of a San Diego co-working space.