Dropbox is a Virtual First company. For this role, we are currently only authorized to hire candidates from the following provinces: Alberta, British Columbia, Ontario, and Saskatchewan.

Company Description Dropbox isn’t just a workplace—it’s a living lab for more enlightened ways of working. We're a global community of bold visionaries and resourceful doers who are shaping the future of Dropbox—and with it the future of work. Our Virtual First model combines the autonomy of a distributed workplace with the power of human connection, making space for both meaningful work and meaningful relationships. With our start-up mindset and enterprise-level opportunities, you can be who you are and grow into who you’re meant to be. Here, you can own your impact to make work more intuitive, joyful, and human—for you as a Dropboxer and for hundreds of millions of people worldwide. If you're ready to push boundaries—and yourself— Dropbox is ready for you.

Team Description Role Description We’re looking for a curious and action-oriented AI Ops professional to join our GTM Platforms team. In this role, you’ll be the connective tissue between our go-to-market (GTM) teams—Sales, Marketing, Customer Success, and Customer Support—and our internal AI and engineering teams. Your mission: identify, define, and drive the integration of AI tools and agentic workflows that make our GTM teams faster, smarter, and more efficient.

This is not a deeply technical role; instead, success requires a deep understanding of GTM processes, a systems mindset, and a knack for turning complex challenges into high-impact AI applications.

Responsibilities

• Identify high-impact opportunities to integrate AI into internal and customer-facing workflows across GTM teams.
• Partner with the Customer Support AI Program Manager to expand and optimize our conversational chatbot, ensuring seamless cross-team coordination.
• Define agentic workflows that streamline tasks and reduce friction for Sellers and GTM operators.
• Collaborate closely with AI/engineering partners to translate operational logic into scalable solutions.
• Gather feedback from GTM stakeholders to iteratively improve AI solutions and workflows.
• Support change management and user adoption, helping teams understand and embrace new AI-powered capabilities.

Requirements

• Experience in Sales Operations, Revenue Operations, or Deal Operations with a strong track record of solving problems through technology.
• Deep understanding of GTM systems and workflows (e.g., Salesforce, CPQ, enablement tools, Customer Engagement Platforms).
• Ability to translate between technical and non-technical audiences, aligning engineering delivery with real-world business needs.
• Strong systems thinking, with the ability to design end-to-end processes that scale.
• A bias for action and the ability to operate with autonomy in a fast-moving environment.
• Natural ability to influence without authority and drive cross-functional alignment.
• Passion for AI, experimentation, and continuous improvement.

Preferred Qualifications

• Specific experience implementing and operationalizing AI solutions at scale.
• Experience working specifically in a GTM context across Sales, Support, and Marketing functions.

Compensation Canada Pay Range

$99,500—$134,600 CAD

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).

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**
• Flexible PTO/Paid Time Off policy in addition to statutory holidays, allowing you time to unplug, unwind, and refresh
• Income Protection Plans: Life and disability insurance*
• Business Travel Protection: Travel medical and accident insurance*
• 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
• Mental health and wellness benefits

Additional Benefits Details Are Available Upon Request.

• Where group plans are not available, allowances may be 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, enABLE, TODOS (Latinx), Pridebox (LGBTQ), Vets at Dropbox, and Women at Dropbox.