Embracing Virtual First: Dropbox's Journey to the Future of Work

In recent years, companies worldwide have experimented with remote and hybrid models to optimize productivity, flexibility, and employee satisfaction.

Dropbox stands out as a pioneer, successfully implementing its "Virtual First" strategy, iterating along the way, and sharing results publicly to help other companies follow suit.

We spoke with Allison Vendt, VP of People Operations, and Chandler Bonney, Director of Real Estate & Workplace Services at Dropbox, who shared insights on the learnings and outcomes they've experienced.

How Virtual First Came to Be & How It Evolved

Dropbox's shift to a Virtual First approach wasn't merely reactive—it was strategic. Initially triggered by a global pandemic, the company soon realized the long-term potential for a more flexible and employee-centric workplace.

Recognizing changing workforce expectations, Dropbox evolved from just 3% of remote employees to a robust, sustainable model emphasizing flexibility, autonomy, and meaningful connections.

Four Pillars of Virtual First

Dropbox's Virtual First strategy rests on four guiding principles:

  • Remote-first model: Remote work is the default at Dropbox, meaning processes and communication are optimized for virtual, asynchronous work.
  • Focused in-person collaboration: While remote work is the default mode, Dropbox complements it with strategically planned, meaningful in-person interactions that ensure team cohesion.
  • Employee flexibility: Employees can work from anywhere, eliminating the need for commuting or relocating.
  • Tech-driven support: Enhanced tools ensure seamless virtual collaboration, flexibility and productivity across locations.

How Dropbox Structures In-Person Gatherings

In-person gatherings at Dropbox aren't random—they’re intentional and strategically designed:

  • Intentional Planning: Gatherings are organized around pivotal team events such as strategic planning sessions, important decision-making moments, or creative brainstorming, maximizing their value.
  • Quality over Quantity: Dropbox prioritizes impactful, high-quality interactions rather than frequent, routine meetings, ensuring each gathering adds tangible value.
  • Analytics and Feedback: Constant feedback loops through employee surveys and analytics guide Dropbox in refining its approach to in-person interactions, enhancing effectiveness continuously.
  • Dedicated Studios: Dropbox has developed purpose-built "studios" specifically tailored to different collaborative tasks, promoting productivity, comfort, and impactful collaboration.

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Gable Team
Community Stories

Embracing Virtual First: Dropbox's Journey to the Future of Work

READING TIME
5 minutes
AUTHOR
Gable Team
published
Mar 21, 2025
Last updated
Mar 21, 2025
Key takeaways
1

Dropbox went from only 3% of remote employees to a Virtual-First model

2

71% of their employees report stronger team connections after in-person gatherings

3

Dropbox employees had 7,000 visits to on-demand spaces in 2024

In recent years, companies worldwide have experimented with remote and hybrid models to optimize productivity, flexibility, and employee satisfaction.

Dropbox stands out as a pioneer, successfully implementing its "Virtual First" strategy, iterating along the way, and sharing results publicly to help other companies follow suit.

We spoke with Allison Vendt, VP of People Operations, and Chandler Bonney, Director of Real Estate & Workplace Services at Dropbox, who shared insights on the learnings and outcomes they've experienced.

How Virtual First Came to Be & How It Evolved

Dropbox's shift to a Virtual First approach wasn't merely reactive—it was strategic. Initially triggered by a global pandemic, the company soon realized the long-term potential for a more flexible and employee-centric workplace.

Recognizing changing workforce expectations, Dropbox evolved from just 3% of remote employees to a robust, sustainable model emphasizing flexibility, autonomy, and meaningful connections.

Four Pillars of Virtual First

Dropbox's Virtual First strategy rests on four guiding principles:

  • Remote-first model: Remote work is the default at Dropbox, meaning processes and communication are optimized for virtual, asynchronous work.
  • Focused in-person collaboration: While remote work is the default mode, Dropbox complements it with strategically planned, meaningful in-person interactions that ensure team cohesion.
  • Employee flexibility: Employees can work from anywhere, eliminating the need for commuting or relocating.
  • Tech-driven support: Enhanced tools ensure seamless virtual collaboration, flexibility and productivity across locations.

How Dropbox Structures In-Person Gatherings

In-person gatherings at Dropbox aren't random—they’re intentional and strategically designed:

  • Intentional Planning: Gatherings are organized around pivotal team events such as strategic planning sessions, important decision-making moments, or creative brainstorming, maximizing their value.
  • Quality over Quantity: Dropbox prioritizes impactful, high-quality interactions rather than frequent, routine meetings, ensuring each gathering adds tangible value.
  • Analytics and Feedback: Constant feedback loops through employee surveys and analytics guide Dropbox in refining its approach to in-person interactions, enhancing effectiveness continuously.
  • Dedicated Studios: Dropbox has developed purpose-built "studios" specifically tailored to different collaborative tasks, promoting productivity, comfort, and impactful collaboration.
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Impact on Real Estate

Dropbox's Virtual First model profoundly reshaped their real estate strategy:

  • Reduced Office Footprint: With fewer employees needing daily office presence, Dropbox significantly downsized their traditional office spaces.
  • Specialized Spaces: Large-scale offices were replaced by smaller, flexible studios designed to support specific, focused collaborative activities and innovation.
  • Asset Repositioning: Dropbox strategically evaluated and repurposed existing real estate assets, aligning them with their new hybrid operational requirements and optimizing utilization.
  • Flexible Cost Structure: Real estate is now viewed as an adaptive, strategic resource, contributing positively to the company's financial flexibility and overall agility.

Learnings & Results

Dropbox’s Virtual First strategy has yielded impressive outcomes:

  • Employee Satisfaction: Employees report higher satisfaction due to increased autonomy, better work-life balance, and enhanced flexibility.
  • Productivity Boost: Customized work environments and improved digital communication have increased productivity and efficiency.
  • Effective Work Management: Dropbox refined its management of asynchronous and synchronous workflows, ensuring sustained engagement and productivity.
  • Continuous Adaptation: Dropbox remains attentive to challenges such as digital fatigue and social disconnection, proactively addressing them through iterative practices and consistent employee engagement.
  • Positive Outcomes: Metrics show increased employee engagement, better retention rates, and improved organizational performance, affirming Virtual First's strategic success.
Read the full insights by Dropbox

Get the full insights from Dropbox's 2024 Virtual First practices, from employee feedback to their gathering strategy.

Read their blog

Audience Questions & Insights

During the webinar, Allison and Chandler addressed several key audience questions:

  • Maintaining Company Culture Remotely: How does Dropbox preserve and nurture its unique company culture and values in a remote-first environment? Dropbox emphasized creating opportunities for employees to connect regularly through virtual events and shared experiences, using intentional communication to maintain a sense of belonging.
  • Lessons Learned: Reflecting on the journey so far, what would Dropbox have done differently when implementing its Virtual First model? Dropbox shared they would have involved employees earlier and more extensively in decision-making processes and clearly communicated expectations from the start to smooth the transition.
  • Optimizing Real Estate Portfolios: How has Dropbox adjusted its real estate strategy and portfolio to align with a Virtual First model? Dropbox highlighted their shift from large-scale office spaces to smaller, specialized studios designed to optimize collaboration and accommodate flexible working patterns.

Dropbox’s journey showcases a visionary approach to the future of work, demonstrating that embracing flexibility, thoughtful planning, and continuous adaptation can lead to profound organizational success. As companies continue navigating the evolving landscape of work, Dropbox provides a valuable blueprint, proving that a Virtual First approach can simultaneously benefit employees, enhance productivity, and drive sustained business growth.

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