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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
6.2
Office 365 offers cost savings and enhanced productivity, though ROI varies, especially for small companies with alternative options.
 

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
4.1
Microsoft Office 365 support is generally positive, noting responsiveness and resolution, though initial delays and navigation issues exist.
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.
At times if you're trying to use their online support, they'll send you to an article that may or may not have anything to do with what you're looking for.
 

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
7.4
Office 365 is scalable and adaptable, efficiently supporting large user bases with easy scaling through additional licenses.
 

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
Office 365 is highly stable, with minor issues on Mac, rated 8-10 for reliability and performance satisfaction.
The integration capabilities of Office 365 with Word, Excel, and Outlook with OneDrive for cloud storage have been smooth and work well.
At this time, whatever they have meets the needs, and they are expanding the number of participants to Team meetings and other features.
 

Room For Improvement

Dropbox Business Enterprise requires enhanced file sharing, security, integration, collaboration, usability, and pricing features for improved user experience.
Office 365 needs improved multilingual support, non-Windows performance, better third-party integration, enhanced security, AI features, and pricing adjustments.
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.
I believe the choice of office apps often depends on the existing ecosystem of the business, and since Office 365 has comprehensive coverage, I am not missing any features that the competition provides.
Microsoft could improve their support; I don't deal with Office 365 or Office 365 application-specific issues, but I wonder if it's similar where you get someone from Microsoft to hold your case, which could take a couple of days, maybe a week in between when they get back in contact with you.
I mentioned that I use Copilot, and maybe I would Office 365 to implement more AI, artificial intelligence within my daily routine with Office 365.
 

Setup Cost

Dropbox Business - Enterprise offers flexible subscriptions, appreciated for affordability, though some find it slightly expensive compared to alternatives.
Office 365 pricing varies by features and user count, offering flexibility but can be costly for smaller businesses.
My experience with the pricing or licensing of Office 365 is that a lot of times we've gotten them when they've been on sale, so we've had really good pricing for the Microsoft products.
the cost of using the Microsoft ecosystem is higher than the combined cost of using Notion and Slack.
 

Valuable Features

Dropbox Business - Enterprise excels in usability, security, scalability, and integration, supporting enterprise collaboration across devices and platforms.
Office 365 enhances remote work productivity with collaboration tools, seamless integration, real-time editing, and robust communication features.
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.
It has improved productivity and functionality by providing all necessary tools in one suite.
The most valuable feature is SharePoint, where we can easily put files and make them accessible to any person who has access.
Office 365 has positively impacted my organization by making the salespeople more accurate because they've been able to use the features in Excel instead of relying on the calculator or adding machine.
 

Categories and Ranking

Dropbox Business - Enterprise
Ranking in Content Collaboration Platforms
2nd
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
1st
Average Rating
8.6
Reviews Sentiment
6.0
Number of Reviews
150
Ranking in other categories
No ranking in other categories
 

Mindshare comparison

As of October 2025, in the Content Collaboration Platforms category, the mindshare of Dropbox Business - Enterprise is 10.1%, up from 10.0% compared to the previous year. The mindshare of Office 365 is 9.6%, up from 5.7% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Content Collaboration Platforms Market Share Distribution
ProductMarket Share (%)
Office 3659.6%
Dropbox Business - Enterprise10.1%
Other80.3%
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
Performing Arts
9%
Construction Company
8%
Manufacturing Company
8%
Financial Services Firm
8%
Computer Software Company
18%
Outsourcing Company
8%
Performing Arts
7%
Manufacturing Company
7%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business40
Midsize Enterprise19
Large Enterprise31
By reviewers
Company SizeCount
Small Business62
Midsize Enterprise29
Large Enterprise68
 

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?
I didn't inquire about the specific costs of transitioning from the previous tools. However, I was informed that the cost of using the Microsoft ecosystem is higher than the combined cost of using ...
What needs improvement with Office 365?
I don't have any ideas off the top of my head at the moment about what I would improve about Office 365. I can't think of anything that frustrates me about the tools. I mentioned that I use Copilot...
What is your primary use case for Office 365?
We use the Microsoft Office 365 suite for personal purposes. We use Teams for communications, and we use Azure DevOps for some of our workflow management. I use Office 365 for Outlook for emails. I...
 

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
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Find out what your peers are saying about Dropbox Business - Enterprise vs. Office 365 and other solutions. Updated: September 2025.
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