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Remote - Canada

Payroll Specialist

Company Description

Dropbox is a special place where we are all seeking to fulfill our mission to design a more enlightened way of working. We’re looking for innovative talent to join us on our journey. The words shared by our founders at the start of Dropbox still ring true today. Wouldn’t it be great if our working environment—and the tools we use—were designed with people’s actual needs in mind? Imagine if every minute at work were well spent—if we could focus and spend our time on the things that matter. This is possible, and Dropbox is connecting the dots. The nearly 3,000 Dropboxers around the world have helped make Dropbox a living workspace - the place where people come together and their ideas come to life. Our 700+ million global users have been some of our best salespeople, and they have helped us acquire customers with incredible efficiency. As a result, we reached a billion dollar revenue run rate faster than any software-as-a-service company in history. Dropbox is making the dream of a fulfilling and seamless work life a reality. We hope you’ll join us on the journey.

Team Description

Our Finance team builds the financial infrastructure to scale our growing company. We combine analytical and strategic thinking to develop a sound financial future for our global brand. We work closely with teams across the company, as well as with external partners.

Role Description

The Payroll Specialist will serve as a key member of the payroll function, with responsibility for full-cycle payroll processing for North American employees and working closely with ADP Comprehensive services and business partners on HR, Stock Administration, and IT teams. In addition, this position will be responsible for developing, implementing, and maintaining processes that will contribute to an efficient payroll process for Dropbox. 

The ideal candidate for this position is a hands-on individual that thrives in a fast-paced, collaborative environment. We are looking for an individual with demonstrated experience in building accurate and timely payroll processes that promote a high quality employee experience. 


Payroll Operations
  • Manage semi-monthly high-volume payroll processing for North American employees in a fast-paced environment
  • Manage ADP’s tax and benefits compliance and reporting including compliance with all Federal, State and local payroll tax laws
  • Coordinate and partner with HR to keep all payroll records accurate and up to date
  • Provide formal and ad-hoc analysis of payroll, benefits, and headcount
  • Continuously identify and develop solutions for automation and process efficiency to improve productivity
  • Prior experience processing income from equity instruments (Option NQ, RSU, ESPP etc.) in North America
  • Out of cycle/ad hoc payments of employees and production and issuance of manual checks or electronic transfers to bank accounts
  • Monitor escalations of employee inquiries and ensure that all inquiries are promptly and appropriately resolved
Business Partnership
  • Partner with IT to optimize system functionality and exploit opportunities for automation
  • Partner with the Accounting Team to ensure all payroll activities are posted to the general ledger and payroll accounts are reconciled timely and accurately
  • Partner with Equity Operations to facilitate the accurate and timely processing and reporting of equity instruments
  • Partner with Human Resources to facilitate the accurate and timely processing of leaves of absence as well as changes to employee benefits
  • Produce audit reports to validate payroll data integrity meeting SOX requirements
  • Support annual Financial Statement audits, 401k audits, Workers Comp audits, and other audits as required
  • Manage annual preparation and delivery of accurate Form W-2s and other compliance filings


  • Bachelor’s degree (or equivalent experience) and at least 4-6 years of related experience in multi-state payroll  
  • Experience managing US multi-state payroll end to end process
  • Experience with payroll impacts of benefits administration, and taxation for state and local entities
  • Certified payroll professional preferred 
  • Effective interpersonal skills
  • Proficient in utilizing business tools such as Microsoft Excel
  • Experience with relevant systems including ADP

Preferred Qualifications

  • Experience with Workday, Oracle Cloud or equivalent ERP product software strongly preferred
  • An understanding or experience with payroll accounting preferred

Total Rewards

Salary/OTE is just one component of Dropbox’s total rewards package. All regular employees are also eligible for the corporate bonus program or a sales incentive (target included in OTE) as well as stock in the form of Restricted Stock Units (RSUs). 

Current Salary/OTE Ranges (Subject to change):
C$68,400 - C$80,500 - C$92,600


Dropbox is committed to investing in the holistic health and wellbeing of all Dropboxers and their families. Our benefits and perks programs include, but are not limited to:

  • Competitive medical, dental and vision coverage*
  • Retirement Savings through a defined contribution pension or savings plan**
  • Dropbox provides a Flexible PTO Policy in addition to your statutory holidays allowing you to unplug, unwind, and refresh
  • Dropbox also provides exclusive additional paid time off for all FTE employees across the Globe, in addition to any relevant statutory holidays
  • Protection Plans including Life and Disability Insurance*
  • A Perks Allowance to be used on what matters most to you, whether that’s wellness, learning and development, food & groceries, and much more
  • Parental benefits including; Parental Leave, Fertility Benefits, Adoptions and Surrogacy support, and Lactation support 

Additional benefits details are available upon request.
*Where group plans are not available, allowances are provided
**Benefit, amount, and type are dependent on geographical location, based upon applicable law or company policy


Dropbox is an equal opportunity employer. We are a welcoming place for everyone, and we do our best to make sure all people feel supported and connected at work. A big part of that effort is our support for members and allies of internal groups like Asians at Dropbox, BlackDropboxers, Latinx, Pridebox (LGBTQ), Vets at Dropbox, Women at Dropbox, ATX Diversity (based in Austin, Texas) and the Dropbox Empowerment Network (based in Dublin, Ireland).

Other open positions

Our Finance team builds the financial infrastructure to scale our growing company. We combine analytical and strategic thinking to develop a sound financial future for our global brand. We work closely with teams across the company, as well as with external partners.