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!