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Remote - Canada

Director of Engineering, New ML Initiatives

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 Engineering team is working to simplify the way people work together. They’re building a family of products that handle over a billion files a day for people around the world. With our broad mission and massive scale, there are countless opportunities to make an impact.

Role Description

As a Director of Engineering for AMP, you will be responsible for the execution and delivery of a portfolio of new major company initiatives — including Dropbox Paper, Context Engineering, Raven, and other new undisclosed initiatives. You will be responsible for people management, technical direction, and driving major strategic and product initiatives. You will have significant strategic impact and influence the direction of the company, as well as direct responsibility for new products. You will do this together with an amazing team of talented, passionate engineers and engineering managers including cross functional leaders. 

You should be comfortable in a scrappy environment with small autonomous pods iterating rapidly on product prototypes. You need to be continuously focused on the needs of the customer and always looking for feedback. You also need to be comfortable wearing multiple hats, willing and able to jump into product, design, or user research responsibilities when needed. Ideally, you are at your best when you are in fast-paced and startup-like teams, shipping customer-facing products and having a deep curiosity which leads you to build side projects of your own. If you are an engineering leader who enjoys taking ownership of your projects and making things happen in the face of ambiguity, we want to hear from you!


  • You will lead the team including setting the right balance between urgency and the high quality bar expected by both our customers and the broader Dropbox engineering teams, through implementing clear repeatable engineering processes
  • You will work closely with the GM of AMP and other engineering leaders across the company to set technical strategy and direction, as well as partner deeply with both Product and Design leadership
  • You will create a culture of strong technical ownership, resulting in highly reliable services at scale
  • You'll foster a healthy and collaborative culture that embodies Dropbox's values and continue to develop Dropbox as one of the best places to work
  • You will easily navigate cross-team expectations and provide clear succinct communication to other senior leaders across Dropbox


  • 12+ years of engineering experience in a medium or larger software company including 6+ years managing high performance teams
  • Deep understanding of ML tech stacks 
  • Experience with delivering a 0-1 product from concept stage to final delivery
  • Demonstrated ability to hire and grow senior leaders and managers
  • Strong technical craft mastery and engineering discipline
  • Deep organization capabilities, especially in influence, collaboration and communication

Total Rewards

Our Engineering Career Framework is viewable by anyone outside the company and describes what’s expected for our engineers at each of our career levels. Check out our blog post on this topic and more here.

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$224,400 - C$264,000 - C$303,600



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 Engineering team is working to simplify the way people work together. They’re building a family of products that handle over a billion files a day for people around the world. With our broad mission and massive scale, there are countless opportunities to make an impact.