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Dropbox Business - Enterprise vs Office 365 comparison

 

Comparison Buyer's Guide

Executive SummaryUpdated on Jul 27, 2025

Review summaries and opinions

We asked business professionals to review the solutions they use. Here are some excerpts of what they said:
 

ROI

Sentiment score
6.3
Dropbox Business - Enterprise users experienced mixed ROI outcomes, valuing features and accessibility, but had cost-benefit uncertainties.
Sentiment score
7.3
Organizations benefited from Office 365 with cost savings, productivity enhancements, flexibility, integration, improved security, and valuable Microsoft support.
 

Customer Service

Sentiment score
2.7
Dropbox Business offers responsive 24-hour support, an intuitive interface, but some users report slow responses or difficulty reaching assistance.
Sentiment score
4.2
Office 365 customer service is highly rated for responsiveness, but some users prefer internal IT or community resources.
Dropbox offers 24-hour support, both through chat and limited hour calls.
We provide the support ourselves and do not have any support straight from Dropbox.
 

Scalability Issues

Sentiment score
7.2
Dropbox Business - Enterprise is scalable, accommodating larger companies' needs with flexible storage plans and adaptable subscription levels.
Sentiment score
7.8
Office 365 efficiently scales to accommodate organizational growth, handling thousands of users with high adaptability and licensing flexibility.
 

Stability Issues

Sentiment score
8.1
Dropbox Business - Enterprise is highly stable, with occasional syncing issues and internet-dependent performance causing minor user concerns.
Sentiment score
7.4
Users find Office 365 reliable, appreciating improvements and support, despite minor issues with Excel macros and Teams connectivity.
 

Room For Improvement

Dropbox Business Enterprise requires enhanced file sharing, security, integration, collaboration, usability, and pricing features for improved user experience.
Office 365 faces challenges with platform compatibility, performance, costs, integration, and requires enhancements in user-friendliness and documentation.
Sharing documents with other people in the same division or department and being able to work without downloading the file would be ideal.
One area of improvement would be to allow multiple users to edit a file simultaneously and see edits in real time, similar to OneDrive.
 

Setup Cost

Dropbox Business - Enterprise offers flexible subscriptions, appreciated for affordability, though some find it slightly expensive compared to alternatives.
Office 365 provides scalable licensing plans offering good value and flexible pricing, although setup can be complex for larger enterprises.
 

Valuable Features

Dropbox Business - Enterprise excels in usability, security, scalability, and integration, supporting enterprise collaboration across devices and platforms.
Office 365 enhances productivity with strong integration, collaboration tools, AI features, scalability, cloud storage, and comprehensive app support.
It also features an admin console where we can easily manage users, see which user has access to which content, and how much space they are consuming.
 

Categories and Ranking

Dropbox Business - Enterprise
Ranking in Content Collaboration Platforms
1st
Average Rating
8.2
Reviews Sentiment
6.7
Number of Reviews
90
Ranking in other categories
Cloud Storage (3rd)
Office 365
Ranking in Content Collaboration Platforms
2nd
Average Rating
8.6
Reviews Sentiment
6.7
Number of Reviews
143
Ranking in other categories
No ranking in other categories
 

Mindshare comparison

As of July 2025, in the Content Collaboration Platforms category, the mindshare of Dropbox Business - Enterprise is 7.9%, down from 11.6% compared to the previous year. The mindshare of Office 365 is 6.9%, up from 5.9% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Content Collaboration Platforms
 

Featured Reviews

Edgar  Paez - PeerSpot reviewer
Work from anywhere and backup easily while being practical
I recommend Dropbox, yet not for all of the features it has. I am a basic user. In a personal mode, we have about 100 employees, and maybe 20 of them use Dropbox as a personal backup system. ShareFile is more secure than Dropbox. Five years ago, ShareFile was qualified as having better security control, access privilege management, and version control recovery, among many features that we were using for private documentation. Overall, I would rate Dropbox an eight out of ten.
Gary Cook - PeerSpot reviewer
Access to advanced features boosts productivity despite pricing concerns in developing regions
I need to do maintenance for Office 365 very seldom, once a year. In the maintenance process for Office 365, we have about 12 people involved. For the maintenance side of Office 365, only one person is involved. Looking at Office 365's pricing, I would give it a 4 on a scale from 1 to 10. My overall rating for Office 365 is an 8 out of 10, but for the product itself, I would give it a 10. I would definitely recommend Office 365 to other businesses, probably a 9 out of 10 for recommendation. This is only because of its price and the fact that they do not take into account developing countries such as South Africa, where they should give us more favorable prices or local prices. We do not have a partnership with Microsoft, which is a sore point for us. We have reached out to Microsoft South Africa, and they are very hard to contact and largely uncooperative. We are a B-Level 2 and a B-Level 1, which are local affirmative action ratings that companies get. Level 1 is the highest, and Level 8 is the lowest. We hold amongst the highest BEE ratings, but we have not found Microsoft South Africa to be forthcoming or very open. We should have a partnership with them, and we run Power BI as we are a Power BI shop now. I strongly would want to see a box within Office 365 for our team to have ChatGPT through OpenAI as well. We use Excel as a data source for many tasks and find that it integrates really well with Python. We write a lot of Python code and use Excel as a data sheet many times, and we operate through SQL and other zero elements as well. From an Office 365 viewpoint, we find that with Copilot and Python and Excel's provision for Python, it is very useful.
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Top Industries

By visitors reading reviews
Financial Services Firm
8%
Computer Software Company
8%
Construction Company
8%
Manufacturing Company
7%
Computer Software Company
14%
Manufacturing Company
8%
Government
8%
Financial Services Firm
7%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
 

Questions from the Community

What do you like most about Dropbox?
For me, the biggest thing is version history. I can easily go back and view older versions.
What needs improvement with Dropbox?
One area of improvement would be to allow multiple users to edit a file simultaneously and see edits in real time, similar to OneDrive. In Dropbox, once a file is opened on one system, it locks the...
What is your experience regarding pricing and costs for Office 365?
For pricing, I think it's fairly priced, I would rate it 8.
What needs improvement with Office 365?
The areas of Office 365 that have room for improvement are what should be better in this solution.
What is your primary use case for Office 365?
A typical use case for Office 365 is how I primarily use this solution.
 

Also Known As

No data available
Microsoft Office 365, Office 365 Enterprise, Office 365 Enterprise E1, Office 365 Enterprise E3, Office 365 Enterprise E5, Office 365 ProPlus, Office 365 Business, Office 365 Business Essentials, Office 365 Business Premium, Office 365 F1
 

Overview

 

Sample Customers

Vita Coco, BCBGMAXAZRIA Group, Centric Project, Kayak, FourSquare, Asana, Huge Adversting , USA Gymnastics, Appen, Valliant, Radio Lab
Me & the Bees Lemonade
Find out what your peers are saying about Dropbox Business - Enterprise vs. Office 365 and other solutions. Updated: July 2025.
863,651 professionals have used our research since 2012.