About ZwillGen

ZwillGen is a boutique law firm representing some of the biggest names in technology on a wide range of internet-related legal issues, including cybersecurity, privacy, government surveillance, alternative data, litigation, and fantasy sports.

We offer a hardworking yet casual and collaborative work environment that sets us apart from large law firms. At ZwillGen, we have casual attire, on-site massages, snacks and beverages, an on-site gym in our DC office. Our culture prioritizes work-life balance, mutual respect, and inclusivity, with weekly firm meetings that bring everyone together.

About the Role

We are seeking a forward-thinking Chief Innovation Officer (CINO) to lead the firm’s strategy and execution around innovation, with a special focus on artificial intelligence (AI), legal technology, and operational efficiency. The ideal candidate will bring a strong understanding of emerging technologies and how they intersect with legal practice to drive measurable business results.

As a member of the leadership team, the CINO will collaborate closely with attorneys, technologists, and operations leaders to identify opportunities, pilot new solutions, and implement transformative initiatives that enhance client service, reduce friction, and increase profitability.

Key Responsibilities

AI and Legal Technology Leadership

• Design and implement the firm’s AI and automation strategy, including responsible deployment of generative AI tools for internal operations and client-facing solutions.
• Evaluate and pilot AI applications for document review, legal research, compliance monitoring, and litigation support.

Innovation Strategy & Execution

• Build and maintain an innovation roadmap focused on client value, attorney productivity, and business efficiency.
• Identify emerging technologies (e.g., knowledge management, predictive analytics, smart drafting tools) and assess their applicability.
• Partner with firm leaders to integrate innovation goals into legal service delivery.
• Help develop new client-facing innovative legal products and services.

Change Management & Education

• Champion a culture of innovation across the firm through education, workshops, and cross-functional collaboration.
• Lead training programs to upskill attorneys and staff on new technologies and processes.
• Create innovation KPIs and metrics to measure adoption, ROI, and impact.

Strategic Partnerships & Vendor Management

• Manage relationships with legal tech vendors, AI solution providers, and innovation consultants.
• Vet, select, and oversee the implementation of legaltech platforms, including contract lifecycle management (CLM) and innovative Apps.

Qualifications & Experience

• 7+ years of experience in innovation, legal operations, or technology strategy in a law firm, corporate legal department, or legaltech environment.
• Deep familiarity with AI technologies and their applications in the legal sector, including OpenAI, Microsoft Copilot, Casetext CoCounsel, Harvey, and similar platforms.
• Strong leadership, communication, and cross-functional collaboration skills.
• Proven ability to manage enterprise-level projects and drive change in professional services environments.
• JD, MBA, or relevant Tech-focused graduate degree preferred but not required.

Preferred Qualifications

• Thought leadership in legal innovation (e.g., speaking engagements, publications, or involvement in organizations like CLOC, ILTA, or ACC Legal Ops).
• Experience in cybersecurity, privacy, and compliance frameworks as they relate to tech implementation.
• Strategic yet hands-on: able to set vision while rolling up sleeves to execute.

Compensation & Benefits

ZwillGen is committed to pay transparency in accordance with applicable wage laws. The salary range for this position is $200,000 – $250,000 annually, based on qualifications, skills, and level of experience.

We offer a comprehensive benefits package, including:

• Medical, dental, and vision insurance
• 401(k) retirement plan
• Paid time off and parental leave
• Short-term and long-term disability coverage
• Eligibility for the firm’s Perks! Program