# Senior Payroll Operations Specialist I

Remote from[USA](https://jobicy.com/job-region/usa.md), [Canada](https://jobicy.com/job-region/canada.md)Salary, yearly, USD 92,500                             - 144,400Department  [Finance & Accounting](https://jobicy.com/categories/accounting-finance.md) Employment type Full Time, Job posted10 Jun 2026Apply before10 Jul 2026Experience level  Senior
Views / Applies 1526 / 427 [About company](https://jobicy.com/company/wrapbook.md) [Share](#share)

About [Wrapbook](https://jobicy.com/company/wrapbook.md)

Don’t waste time on production payroll. Wrapbook provides a simple solution to pay cast & crew faster and compliantly.

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[Computer Software](https://jobicy.com/company-category/software.md)
*  2018

Verified job posting This job post has been [manually reviewed](https://jobicy.com/tools/help-center/employee/how-does-jobicy-verify-the-legitimacy-of-remote-job-listings.md) for authenticity and compliance.       Tailor Resume Check Job Fit Cover Letter

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###  AI Summary

Wrapbook is seeking a Senior Payroll Operations Specialist I to join their remote team in the USA or Canada. This role involves owning complex remittance operations, payroll corrections, and union compliance in a high-volume, multi-state environment. The specialist will mentor team members, document SOPs, and partner cross-functionally to resolve root-cause issues. Ideal candidates have 5+ years of multi-state payroll experience and advanced union expertise, preferably in entertainment payroll. Wrapbook offers a competitive salary, unlimited PTO, and health benefits.

### Role DNA

Job Complexity Easy Hard Pace & Pressure Relaxed Fast-paced Autonomy Level Guided Full Ownership Communication Load Independent Highly Collaborative

AI Insight Requires 5+ years of multi-state payroll experience, advanced union expertise, mentoring, and process improvement, making it challenging but manageable for experienced professionals.

### Salary Analysis

Median  Highly Competitive  USD118,450US Market USD70k – 130k 0 USD143k      AI Insight The offered salary range of $92,500 to $144,400 is competitive and above the typical market range for senior payroll specialists ($70k-$130k). The median of $118,450 reflects the specialized union and entertainment payroll expertise required.

### Core Skills Required

[Payroll Operations](https://jobicy.com/jobs?search_keywords=Payroll+Operations.md) [Union Compliance](https://jobicy.com/jobs?search_keywords=Union+Compliance.md) [Multi-State Payroll](https://jobicy.com/jobs?search_keywords=MultiState+Payroll.md) [Remittance](https://jobicy.com/jobs?search_keywords=Remittance.md) [SOPs](https://jobicy.com/jobs?search_keywords=SOPs.md) [Mentoring](https://jobicy.com/jobs?search_keywords=Mentoring.md) [Salesforce](https://jobicy.com/jobs?search_keywords=Salesforce.md) [Notion](https://jobicy.com/jobs?search_keywords=Notion.md) [AI Tools](https://jobicy.com/jobs?search_keywords=AI+Tools.md) [Entertainment Payroll](https://jobicy.com/jobs?search_keywords=Entertainment+Payroll.md)

### Cover Letter Sample

I am writing to express my interest in the Senior Payroll Operations Specialist I position at Wrapbook. With over 5 years of multi-state payroll experience and advanced union compliance expertise, I am confident in my ability to own complex remittance operations and serve as an escalation point for challenging issues.

In my previous role, I managed end-to-end payroll corrections and remittances, maintained SOPs, and mentored junior team members. I am proactive in leveraging AI tools to streamline workflows and improve accuracy. My experience in the entertainment industry aligns perfectly with Wrapbook’s focus on production payroll.

I am excited about the opportunity to contribute to a fast-growing company and help set a high standard for payroll operations. Thank you for considering my application.

Copy

### Sample Interview Questions

Can you describe your experience with multi-state payroll processing and how you handle varying state regulations?I have processed payroll for over 10 states simultaneously, ensuring compliance with each state's tax laws, wage requirements, and reporting deadlines. I maintain a checklist and use payroll software to automate calculations, and I stay updated via state tax authority newsletters.How do you approach resolving a complex union compliance issue, such as a discrepancy in contribution remittances?First, I gather all relevant data and reports. I identify the root cause by comparing payroll records with union contracts. Then, I coordinate with the payroll team to correct the error and communicate with the union to resolve the discrepancy, ensuring documentation is thorough.Describe a time you mentored a colleague on a complex payroll matter. What was the outcome?I mentored a new hire on union fringe benefit calculations. I created a step-by-step guide and held weekly check-ins. Within a month, they were handling those tasks independently, which improved team efficiency and reduced errors.How do you prioritize and manage multiple tasks in a high-volume, deadline-driven environment?I use a ticketing system like Salesforce to track cases by SLA. I categorize by urgency and impact, and I communicate proactively with stakeholders if deadlines shift. I also delegate to team members when appropriate.Can you give an example of how you've used AI tools to improve payroll operations?I implemented an AI-based data extraction tool to automate entry of timecard data, reducing manual input time by 30%. I also used AI to flag anomalies in payroll runs, which helped catch errors early.  About Us

Wrapbook is a smart, intuitive platform that makes production payroll and accounting easier, faster, and more secure. We provide a unified payroll platform that seamlessly connects your entire team—production, accounting, cast, and crew—all in one place. Wrapbook empowers production teams to manage projects, pay cast and crew, track expenses, and generate data-driven insights, while enabling workers to manage timecards, track pay, and onboard to new projects from any device. Wrapbook brings clarity and dependability to production payroll, while increasing the productivity of your whole team.

Trusted by companies of all sizes, Wrapbook powers payroll for some of the industry’s top production companies, including SMUGGLER, Tuff, and GhostRobot. Our growing team of 250+ people across the USA and Canada, including entertainment and technology experts from SAG-AFTRA, DGA, IATSE, Teamsters, Amazon, Microsoft, Facebook, and more. Wrapbook is backed by top-tier investors, including Jeffrey Katzenberg’s WndrCo, Andreessen Horowitz, and A* Capital. We have raised $130M and are in a strong financial position.

The Opportunity — Remote (USA / Canada)

We are looking for a Senior Payroll Operations Specialist I to serve as an advanced practitioner and escalation point on our Payroll Operations team. In this role, you’ll own complex remittance operations, payroll corrections, and union compliance across a high-volume, multi-state environment — holding a high bar for accuracy, SLA performance, and documentation. Beyond executing at an exceptional level yourself, you’ll mentor teammates, surface process improvements, and partner cross-functionally to resolve root-cause issues. It’s a role for someone who takes pride in both the craft of payroll and the standard they set for those around them.

What You’ll Do

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Own end-to-end payroll remittance operations including corrections, reversals, overpayments, and contribution remittances — resolving cases within SLA with clear documentation throughout

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Serve as an escalation point for complex union and agency issues; identify root causes of reporting discrepancies and coordinate resolution with appropriate payroll teams

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Mentor team members on complex remittance and compliance matters, actively raising the skill level of those around you

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Document and maintain SOPs, keeping them current, complete, and usable without additional coaching

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Identify gaps in payroll operations processes and bring forward concrete recommendations for improvement

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Partner cross-functionally on payment and client funding questions, system testing, and payroll-related project work

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Leverage AI tools to optimize operational workflows and adopt emerging functionalities that improve team efficiency and accuracy

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Proactively surface issues — with proposed solutions — and act as SME across teams to drive them to closure

What You’ll Have

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5+ years of end-to-end, multi-state payroll processing experience

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Advanced union expertise; ability to handle complex remittance and compliance issues independently

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Experience in third-party payroll or entertainment/film industry payroll strongly preferred

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Proficiency in Notion and Salesforce; intermediate Excel skills

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Demonstrated ability to document processes clearly and maintain SOPs that others can follow without hand-holding

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Strong communication and conflict resolution skills — comfortable working across teams and with external agencies

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Proactive approach to AI tooling; comfortable adopting and applying new workflows to improve operational efficiency

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FPC or CPP certification preferred

Why Join Us

At Wrapbook, creativity meets technology — and not just in the product.

In addition to a competitive salary and all the benefits you can expect from a fast-growing technology company, you’ll get access to a team of creative problem solvers and the chance to see your contributions make large impacts. Benefits include:

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Unlimited Paid Time Off

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Work from anywhere in Canada and USA

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Health and Dental benefits

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Up to $1,500 USD/ $2,025 CAD towards IT set up for your home

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Up to 2% matching RRSP / 401K

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Learning and Development opportunities

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Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service

Our Pledge to Fostering an Inclusive and Safe Workplace:

Wrapbook pledges to be a harassment- and discrimination-free space for everyone, regardless of age, disability, ethnicity, gender identity or expression, nationality, neurotype, personal appearance, political affiliation, professional background, race, religion, or sexual identity or orientation.

Apply Now

Have we got your attention? Submit your application today and a member of our Talent team will be in touch with you shortly!

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Show more

[Apply now >](https://jobicy.com/jobs/146101-senior-payroll-operations-specialist-i.md)

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