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Paralegal / Legal Assistant

Insomnia Cookies · New York, NY

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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 slipsBe 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 attentionCoordinate legal workstreams including document management, signature logistics, and matter tracking across active transactionsDraft, organize, and manage legal documents and correspondence - NDAs, transaction documents, and communications with external counsel and counterpartiesTrack deadlines, deliverables, and commitments across every active matterSupport 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 departmentSharp organizational instincts and an eye for detail - you catch what others miss, and nothing falls through the cracks on your watchSound judgment about when to run with something and when to loop someone inClear, precise written and verbal communicationThe ability to manage multiple high-priority workstreams at once without letting quality slipSelf-direction - you manage a big workload and hit deadlines without needing to be chasedExcellent follow-through and responsiveness, and you're comfortable working with people at every level of the organizationComfort handling confidential and privileged information with discretion and sound judgmentProficiency with Microsoft Office (Word, Excel, PowerPoint, Outlook) and e-signature platforms like DocuSignExperience with contract lifecycle management (CLM) tools is a plusThe Perks:Hybrid Work EnvironmentOpportunity to be a major part of Insomnia Cookies’ next chapter of growthCompetitive compensation package including base, bonus, and equityComprehensive benefits including health, dental, vision, and 401(k)A fun, entrepreneurial, and cookie-filled culture. Free cookies, branded swag and so much more!We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.