Paralegal / Legal Assistant

POSITION OVERVIEW: Insomnia Cookies is looking for a Paralegal / Legal Assistant who thrives on order in the middle of controlled chaos - someone who can juggle contracts, compliance, real estate, and the occasional fire drill without dropping a single ball. You'll work directly with our Director of Legal and Chief Legal Officer, which means you'll see (almost) everything, and you'll be trusted to run with a lot of it. What You'll Do:

• Provide administrative and legal research support across contracts, real estate, employment law, policy, compliance matters and more
• Own project and task oversight for the Legal team - spotting action items, managing them to completion, and following up so nothing slips
• Be a right hand to the Director of Legal on day-to-day priorities
• Manage a busy inbox: triage incoming communications, draft responses, flag what's urgent, and make sure high-priority items get timely attention
• Coordinate legal workstreams including document management, signature logistics, and matter tracking across active transactions
• Draft, organize, and manage legal documents and correspondence - NDAs, transaction documents, and communications with external counsel and counterparties
• Track deadlines, deliverables, and commitments across every active matter
• Support internal investigations, employee disputes, and litigation as needed

Qualifications:

• An undergraduate degree (JD or bar admission is not required for this role)
• 1–3 years of experience as a paralegal, legal assistant, or in a related legal operations role, at a law firm or in-house legal department
• Sharp organizational instincts and an eye for detail - you catch what others miss, and nothing falls through the cracks on your watch
• Sound judgment about when to run with something and when to loop someone in
• Clear, precise written and verbal communication
• The ability to manage multiple high-priority workstreams at once without letting quality slip
• Self-direction - you manage a big workload and hit deadlines without needing to be chased
• Excellent follow-through and responsiveness, and you're comfortable working with people at every level of the organization
• Comfort handling confidential and privileged information with discretion and sound judgment
• Proficiency with Microsoft Office (Word, Excel, PowerPoint, Outlook) and e-signature platforms like DocuSign
• Experience with contract lifecycle management (CLM) tools is a plus

The Perks:

• Hybrid Work Environment
• Opportunity to be a major part of Insomnia Cookies’ next chapter of growth
• Competitive compensation package including base, bonus, and equity
• Comprehensive benefits including health, dental, vision, and 401(k)
• A fun, entrepreneurial, and cookie-filled culture.
• Free cookies, branded swag and so much more!