Skip to content (Press Enter)
< Back to results

Remote - Canada: Select locations

Director, People Technology

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

The People team are ambassadors of enlightened work, delivering meaningful experiences that empower us all to do our best work.

Role Description

The Director, People Technology is responsible for partnering with functional stakeholders on the People team to understand organizational strategy, identify technology solutions to meet their needs, and partner with IT stakeholders to deliver the People Technology roadmap. Reporting to the Vice President, People Operations, Rewards, and Technology (PORT), this role will partner directly with People leaders and cross-functional partners to define a multi-year roadmap and lead our People Technology transformation as we continue to enhance our digital experience as a Virtual First company.

As the People Technology leader, this role focuses on technology strategy and operations, while working closely with IT on implementations, integrations, and configurations. The ideal candidate is a strong collaborator and partner, a creative problem solver, and has demonstrated innovation and technical expertise, including direct experience in Workday and a broad range of People systems (ATS, LMS, etc.). This hands-on role demands deep knowledge of HR strategy, process design, and requires an experienced leader who can influence stakeholders and inspire a team. 

Please note, Dropbox is currently only authorized to hire candidates from the following provinces: Alberta, British Columbia, Ontario, and Saskatchewan.

Responsibilities

  • Develop and champion a multi-year vision and roadmap for People Technology, designing a tech stack that optimizes the employee experience
  • Manage the portfolio of People systems and initiatives from initiation to launch; manage project intake and consult with cross-functional stakeholders to establish prioritization against the roadmap
  • Lead a team of technology professionals, providing guidance, support, and commitment to growth and professional development
  • Meet technology needs through partnership, influence, and collaboration across all internal stakeholders to ensure consistent, effective design and implementation of cross-functional solutions
  • Collaborate with IT to create a seamless employee experience through integrated systems and tools; emphasize scalability and sustainability in all design decisions
  • Provide guidance to functional People leaders to ensure best practices and optimization of core infrastructure; provide recommendations for adoption, enhancements, and future system capabilities
  • Improve operational excellence, including strengthening project management methodology/tools, documentation, and adherence to compliance standards
  • Analyze people technology industry trends and stay ahead of new innovations to inform the technology roadmap and long-term vision
  • Oversee the assessment and selection of systems, as well as maintaining and strengthening vendor relationships in partnership with procurement.

Requirements

  • 10+ years of hands-on experience designing and leading people technology initiatives (HRIS, ATS, LMS, etc.)
  • Experience leading system assessments and implementations, including project management, issue management, communications, and change management
  • Expertise in Workday required; experience in Greenhouse preferred 
  • Deep knowledge of HR strategy, processes, and best practices
  • Experience managing vendors and strengthening external partnerships 
  • Strong communication skills and ability to influence senior stakeholders 
  • Ability to collaborate cross-functionally in a global, matrixed environment 
  • Ability to perform in fast-paced, high-pressure situations
  • Experience leading a globally distributed team, including working with/managing contractors and technical resources
  • Experience operating in and building an auditable and compliant software ecosystem

Preferred Qualifications

  • Experience working at high-growth companies and/or companies with greater scale/complexity
  • Experience across other areas of HR (e.g., Recruiting, HR Operations, People Analytics)
  • Experience on the IT side of enterprise technology 

Total Rewards

The range listed above is the expected annual salary/OTE for this role, subject to change.

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).

Dropbox is a Virtual First company and is open to hiring candidates in all authorized locations. However, for this role, the locations posted are preferred.

Benefits

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

The People team are ambassadors of enlightened work, delivering meaningful experiences that empower us all to do our best work.