Director of Payroll and HRIS

Insomnia Cookies

We work 4x9hr days, Monday - Thursday

Only considering candidates who are eligible to work in Philadelphia, USA ⚠️

Insomnia Cookies is on a journey to become the most imaginative sweet indulgence brand in the world. As we look to take our company international this year and grow our community of Insomniacs, we are seeking a new Director of Payroll and HRIS to lead our Payroll department in the evolution and optimization of our HR systems and establishment of our international payroll best practices. Based out of our office in Center City Philadelphia and reporting directly to our Chief People Officer, the selected candidate will manage a payroll team that delivers on the timely processing of 4000+ employees located at 270 locations in 41 states and in Canada.

Sweet Position Perks:

4 day work week!! (yupp, we get every Friday off)

• A competitive base salary plus 12.5% annual bonus compensation package

• A relocation package to assist in moving to the Greater Philadelphia area

• Enrollment in our Cookie Jar deferred bonus program

• Enrollment in our LTIP bonus program

• Excellent comprehensive benefits coverage that includes medical, dental, vision & pet insurance plans

• 401K with contribution match

• 3 weeks paid vacation plus 2 paid Insomnia personal wellness days

• Relaxed, fun, come as you are office culture

• Free cookies, branded swag and so much more!

Position Focus:

  • Responsible for weekly and bi-weekly payroll administration, taxes, and garnishments in a multi-state environment and Canada
  • Manage the RFP process for new payroll provider with potential to go live in 2025.
  • Manage payroll team that provides support to our 4,000+ Insomniacs
  • Responsible for the accuracy and timeliness of payroll processing, as well as the continuous improvement in accuracy, efficiency, and service levels to ensure readiness for continued multi-state growth.
  • System Administration for our UKG payroll, onboarding and time & attendance platforms (UKG Pro and UKG Dimensions)
  • Continuous auditing of UKG payroll records for compliance
  • Sets up new state tax ID and new earning and deduction codes as needed.
  • Manage all 3rd party vendors supporting Payroll to ensure accurate filing of employment taxes (includes quarterly, and annual filings, and accurate and timely filings of W2’s, W2-c’s, and etc.); manage registrations for tax purposes (Federal, State, Local).
  • Maintain and manage payroll and benefits related legal and regulatory compliance (Discrimination testing, 5500, etc.)
  • Remain current on all US and Canada payroll and benefit rules and regulations.
  • Ensure proper deductions and feeds to 3rd party benefit(s) and 401(k) sites
  • Responsible for end of year 401(k) testing

Desired skills and experience:

  • 7+ years of multi-state payroll experience in a company that has over 3000+ employees.
  • At least 2 years of prior experience managing a payroll dept team.
  • Experience with NYC, Colorado and California and/or Canada payroll is highly desired
  • Must have recent HRIS experience processing payroll using UKG Dimensions/UltiPro/UKG
  • Bachelor’s degree preferred but not required
  • Ability to manage multiple projects and build effective working relationships.
  • Excellent written and verbal communication skills
  • Strong organizational and analytical skills
  • Must have prior experience mentoring and leading a team

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 270 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 specializes in delivering warm, delicious cookies right to your door until 3 AM daily.

Working Week

We work 4x9hr days, Monday - Thursday

  • Mon
  • Tue
  • Wed
  • Thu
  • 🏖️

Our Vacation Policy

We offer 31 days PTO (3 weeks paid vacation + 5 sick days + 2 personal wellness days + 11 public holidays)

  • 31 days
  • 52 Fridays
  • 83 days off per year

Remote Working Policy

We work on site from our offices and stores

Company Benefits

  • Health insurance
  • 401(k) company contribution
  • Flexible working hours
  • Generous parental leave
  • Dentalcare
  • Equipment allowance
  • Life & Disability Insurance
  • Professional Development Budget
  • Yearly bonuses
  • Mental Health Support

Our Team

We're a team of 1.5k across 17 departments:

  • operations
  • marketing
  • support
  • accounting
  • sales
  • human resources
  • +11 more teams

Desirable Skills and Experience

  • Multi-state Payroll
  • Effectively Manage Team
  • Strong Organizational Skills
  • Excellent Communication

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