About the role
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!