At Insomnia Cookies, our people are the secret ingredient to our late-night magic. We’re looking for a People Team Analyst to join our People Team and play a key role in elevating our shared services function. This role is ideal for someone who enjoys solving complex problems, improving processes, and delivering high-quality employee support. You’ll take the lead on leave of absence administration, escalations, and continuous improvement initiatives that enhance the employee experience.

What You’ll Do
As the People Team Analyst, you’ll operate as a subject matter resource and escalation point, while also driving improvements across People Team operations.

Leave of Absence & Compliance Owner

Administer and manage the full lifecycle of leave of absence cases, ensuring compliance with federal, state, and local regulations
Serve as the primary point of contact for complex or escalated leave cases
Partner with employees, managers, and third-party administrators to ensure a smooth leave experience
Maintain accurate records and ensure timely communications and documentation

People Team Support & Escalations

Handle escalated employee inquiries from the People Team ticketing system (FreshDesk), ensuring resolution with a high level of care and accuracy
Identify trends in employee inquiries and recommend solutions to improve service delivery
Maintain and enhance knowledge base resources and response templates to improve efficiency and consistency
Ensure service level expectations are met and continuously improved

Process Improvement & Shared Services Optimization

Identify opportunities to streamline People Team processes and improve workflows
Create and implement standardized response templates and documentation
Partner with cross-functional teams to enhance HR systems and tools
Support reporting and analysis related to People Team operations and service trends

Team Support & Development

Provide guidance and mentorship to the People Team Specialist role
Act as a resource for onboarding and unemployment processes, offering support and backup as needed
Assist in training new team members on systems, processes, and best practices

What We’re Looking For

3+ years of HR or People Operations experience
Strong experience with leave of absence administration and compliance
Experience handling escalated employee relations or HR support issues
Experience in Workday preferred
Demonstrated ability to improve processes and drive operational efficiency
Working knowledge of onboarding and unemployment processes
Strong analytical, organizational, and problem-solving skills
Excellent communication skills with a focus on employee experience
Comfortable working with HR systems, ticketing platforms, and reporting tools

Why You’ll Love Working Here
At Insomnia Cookies, we’re more than late-night treats—we’re a community. As part of our team, you’ll enjoy:

A collaborative and people-first culture
Opportunities to influence and improve HR operations at scale
A role with meaningful impact on employee experience and process excellence
And, of course… warm, delicious cookies.

About us:

Insomnia Cookies was founded in a college dorm room by then-student, Seth Berkowitz. Fast forward 20 years and so... many....cookies... later, our innovative bakery + delivery concept has become a cult brand known for its rabid following of cookie lovers who crave Insomnia’s warm, delicious delivery all day and late into the night. With an expanding footprint of over 300 stores globally, an experiential, “sweet-easy” concept as the brand’s flagship in Philadelphia, Pa. (where Insomnia Cookies is headquartered), and a rapidly-growing nationwide shipping and gifting portfolio... Insomnia Cookies is revolutionizing the cookie game by truly "Imagining What’s Possible"!

Insomnia Cookies

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People Team Analyst