Director, Legal Counsel

Insomnia Cookies

Legal Counsel managing contracts and providing strategic business advice for Insomnia Cookies' expansion efforts. Overseeing legal frameworks with a focus on growth in the U.S.

Posted 5/7/2026full-timeNew York City • New York • 🇺🇸 United StatesLeadWebsite

About the role

Key responsibilities & impact

Lead and oversee contract management for the company, including drafting, negotiating, interpreting, and maintaining a wide range of commercial agreements (e.g., leases, supply, manufacturing, vendor, marketing, technology, and service contracts).
Provide clear, practical, and business-oriented guidance on contract terms, risk allocation, compliance obligations, and dispute resolution.
Partner with the People Team on employment law compliance, policies, and employee relations, while serving as a trusted advisor to other business functions (including Operations, Growth, Marketing, Finance, and Digital) on a wide range of commercial and strategic matters.
Partner with outside counsel on litigation, employment, intellectual property, and regulatory issues.
Assist in overseeing the company’s trademark portfolio and related brand protection initiatives.
Conduct and supervise legal research and analysis to advise on laws, regulations, and policies affecting the company’s operations, products, and growth.
Proactively identify, assess, and mitigate legal and regulatory risks across business initiatives.
Support the CLO in building scalable templates, processes, and playbooks that enable business speed while maintaining compliance and managing risk.
Review marketing, digital, and employment materials for legal and regulatory compliance.
Assist with management of disputes, pre-litigation matters, and agency investigations as needed.
Manage or support special projects as business priorities evolve.

Requirements

What you’ll need

J.D. from an accredited law school; licensed and in good standing in at least one U.S. jurisdiction (Pennsylvania preferred or ability to become licensed in PA).
6–10 years of relevant legal experience, with prior in-house experience preferred (consumer, retail, or growth-stage company experience a plus).
Substantial experience drafting, negotiating, and managing complex commercial contracts; familiarity with commercial leases is a plus but not required.
Strong judgment, pragmatic risk tolerance, and the ability to translate legal concepts into actionable business advice.
Excellent interpersonal and communication skills; proven ability to influence and build relationships across all levels of the organization.
High integrity, adaptability, and comfort operating in a fast-paced, entrepreneurial environment.
Creative, resourceful, and self-motivated, with the ability to manage multiple priorities independently.

Benefits

Comp & perks

A competitive base salary plus annual bonus compensation package
Eligibility for our Long-Term Incentive Program
Excellent comprehensive benefits coverage that includes medical, dental, vision & pet insurance plans
401K with contribution match
3 weeks paid vacation plus 2 paid Insomnia personal wellness days
Relaxed, fun, come as you are office culture
Free cookies, branded swag and so much more!

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

contract managementdrafting contractsnegotiating contractslegal researchrisk assessmentcompliance obligationsdispute resolutiontrademark managementcommercial agreementsemployment law

Soft Skills

judgmentpragmatic risk toleranceinterpersonal skillscommunication skillsinfluencing skillsrelationship buildingintegrityadaptabilityself-motivationability to manage priorities

Certifications

J.D.licensed attorney