No more typing reviews! Try our Samantha, our new voice AI agent.

Dropbox Business - Enterprise vs Office 365 comparison

 

Comparison Buyer's Guide

Executive SummaryUpdated on Feb 8, 2026

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
6.2
Dropbox Business - Enterprise improves security, efficiency, accessibility, collaboration, and performance, justifying its worthwhile investment despite mixed measurable benefits.
Sentiment score
6.2
Office 365 offers flexibility, productivity, and cost savings, appealing to businesses through integration, security, and comprehensive features.
I have seen a return on investment with reduced cost, quicker development turnaround, reduced management hassle, and improved collaboration between clients and team members.
Sr. Software Engineer at PwC
It has also increased our security in my organization, boosting file sharing security and efficiency in project development by improving how easily we can share project files.
Data Analyst at Wells Fargo
I have seen a return on investment as file sharing security has improved, enabling efficiency in project development, particularly when collaborating on a project where we share files, edit them, and work together effectively.
Software Developer at Atos
Internal surveys show a 20% increase in team productivity due to better collaboration in Microsoft Teams.
System engineer at a retailer with 10,001+ employees
Though money is not saved directly, time is saved significantly due to its user-friendliness, reducing the need for extensive user training.
IT operation manager at a tech vendor with 1,001-5,000 employees
 

Customer Service

Sentiment score
3.2
Dropbox Business - Enterprise users find its interface intuitive, but some desire faster support despite overall high service ratings.
Sentiment score
4.2
Office 365's customer service is generally effective, with minor complaints about response time and outsourced support challenges.
Dropbox offers 24-hour support, both through chat and limited hour calls.
Research Analyst at Counterpoint Research (Counterpoint Technology Market Research)
They should improve their responsiveness, as users sometimes need a quick response and they can take hours to reply.
Software Developer at Atos
The customer support from Dropbox Business - Enterprise is one of the best I have encountered.
Sr. Software Engineer at PwC
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.
Controller/HR Manager/IT Manager at a manufacturing company with 11-50 employees
For complex issues, premium support tickets are usually handled within a few hours, providing a great experience.
System engineer at a retailer with 10,001+ employees
Most times we can solve our problems or questions if we ask Copilot or Google, or we talk to our software house, a system house here in Germany.
System Administrator at emco Bautechnik GmbH
 

Scalability Issues

Sentiment score
7.2
Dropbox Business - Enterprise scales efficiently for all team sizes, though some users find pricing and plan limits restrictive.
Sentiment score
7.5
Office 365 efficiently scales to various enterprise sizes, offering reliable and user-friendly expansion despite some licensing constraints.
The scalability of Dropbox Business - Enterprise is impressive, as it can handle a huge amount of data seamlessly while maintaining fast and reliable performance.
Software Developer at Atos
It grows with my organization.
Sr. Software Engineer at PwC
Dropbox Business - Enterprise's scalability is very good, as we are able to handle and send large files and receive large files from our clients without seeing any crashes or downtime.
Data Analyst at Wells Fargo
Office 365 offers virtually limitless scalability.
System engineer at a retailer with 10,001+ employees
Whenever scaling up is required, procuring additional licenses is easy unless it is under an EA plan.
IT operation manager at a tech vendor with 1,001-5,000 employees
Azure or Office 365 helps us to work more internationally.
System Administrator at emco Bautechnik GmbH
 

Stability Issues

Sentiment score
8.1
Dropbox Business - Enterprise is praised for stability and reliability, with rare syncing issues and suggestions for improved storage.
Sentiment score
7.4
Office 365 is praised for reliability and stability, with minor performance issues occasionally reported in Excel and Teams.
I have not experienced any downtime or lagging.
Sr. Software Engineer at PwC
Microsoft provides a 99.9% financially backed guarantee.
System engineer at a retailer with 10,001+ employees
With Teams, we encounter issues such as it freezing in meetings or not recognizing a camera or microphone.
System Administrator at emco Bautechnik GmbH
The integration capabilities of Office 365 with Word, Excel, and Outlook with OneDrive for cloud storage have been smooth and work well.
Controller/HR Manager/IT Manager at a manufacturing company with 11-50 employees
 

Room For Improvement

Dropbox Business - Enterprise struggles with file sharing, integration, pricing, security, synchronization, and user experience compared to its competitors.
Office 365 struggles with usability, performance, integration, expensive licensing, and frequent updates, affecting user experience and productivity.
I would also appreciate the feature that allows visibility of who last modified a file, as that would be beneficial.
Software Developer at Atos
Sharing documents with other people in the same division or department and being able to work without downloading the file would be ideal.
Measurement Manager at A3E Ingenieros
One area of improvement would be to allow multiple users to edit a file simultaneously and see edits in real time, similar to OneDrive.
Research Analyst at Counterpoint Research (Counterpoint Technology Market Research)
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.
React Native Team Lead at Visible Magic
The interface for the security and compliance center could be simplified.
System engineer at a retailer with 10,001+ employees
It has been observed that support personnel often lack hands-on experience, and more training is required.
IT operation manager at a tech vendor with 1,001-5,000 employees
 

Setup Cost

Dropbox Business - Enterprise offers flexible pricing with perceived competitiveness, but affordability varies compared to alternatives like Google Drive.
Office 365 offers competitive pricing and good value for enterprises, but licensing can be confusing and needs careful management.
the price is relatively competitive compared to competitors such as Google Drive
Software Developer at Atos
My experience with pricing, setup cost, and licensing shows that the price was competitive compared to other alternatives.
Sr. Software Engineer at PwC
I find the pricing very competitive and affordable.
Data Analyst at Wells Fargo
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.
Controller/HR Manager/IT Manager at a manufacturing company with 11-50 employees
My experience with pricing, setup cost, and licensing for Office 365 is that it is moderate.
IT operation manager at a tech vendor with 1,001-5,000 employees
 

Valuable Features

Dropbox Business - Enterprise provides seamless file management and collaboration tools with strong security, large storage, and competitive pricing.
Office 365 provides cloud efficiency, real-time collaboration, AI integration, and versatile tools to enhance productivity and time management.
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.
Research Analyst at Counterpoint Research (Counterpoint Technology Market Research)
The feature I find myself using the most, which is the most valuable to me, is document collaboration, as it enables us to edit files and attach comments easily in real time.
Software Developer at Atos
Data encryption and security protocols for the business are excellent.
Sr. Software Engineer at PwC
It has improved productivity and functionality by providing all necessary tools in one suite.
CCC at FlowSec
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.
Controller/HR Manager/IT Manager at a manufacturing company with 11-50 employees
Office 365 significantly improves our operational efficiency by consolidating our phone system, file storage, and email into one ecosystem.
System engineer at a retailer with 10,001+ employees
 

Categories and Ranking

Dropbox Business - Enterprise
Ranking in Content Collaboration Platforms
3rd
Average Rating
8.2
Reviews Sentiment
6.7
Number of Reviews
95
Ranking in other categories
Cloud Storage (1st)
Office 365
Ranking in Content Collaboration Platforms
1st
Average Rating
8.6
Reviews Sentiment
6.1
Number of Reviews
152
Ranking in other categories
No ranking in other categories
 

Mindshare comparison

As of June 2026, in the Content Collaboration Platforms category, the mindshare of Dropbox Business - Enterprise is 7.7%, down from 7.9% compared to the previous year. The mindshare of Office 365 is 8.5%, up from 6.8% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Content Collaboration Platforms Mindshare Distribution
ProductMindshare (%)
Office 3658.5%
Dropbox Business - Enterprise7.7%
Other83.8%
Content Collaboration Platforms
 

Featured Reviews

NancyHartman - PeerSpot reviewer
Business Process Manager/ Educational Technologist at a educational organization with 1,001-5,000 employees
Family sharing and personal backups have improved how I manage and access my files anywhere
I am not fond of their syncing. Their file syncing is very clunky, so I am not a real fan of the file syncing. I think Box does a much better job of the syncing of data onto desktops and laptops. When you try to sync the files in Dropbox, it actually puts a copy of the file on your laptop, so it sucks up all of your memory. Whereas with Box, I can sync files into my file explorer and it is still cloud-based. They have not saved the file physically onto my laptop. They save it in the cloud and it just does a temporary download and then it uploads again, but that file is not saved on my laptop. Whereas with Dropbox, anytime you want to sync on your laptop, it actually does save it. There is a way to set it up, but it takes a lot more work and effort and I have never been able to get it to work the way I want it to work. So I just do not sync my files with Dropbox on my laptop. That limits my ability to use Dropbox from my work laptop because my work laptop just does not have any memory at all on it. They give the bare minimum of memory and say that it should all be in the cloud anyway, so you do not need to have that much storage space. So I cannot even access Dropbox from my work laptop and have to use the browser version of Dropbox if I need to access my Dropbox from my work laptop. Within the company, it is a personal choice. Our company has not dictated what cloud service to use. As long as it has all the security measures that meet the standards of our IT department, anyone can use whatever cloud service they want. For example, our company is not allowed to use Google because Google is not a secure cloud service in the estimation of our IT department. So there are cloud services that we are not allowed to use, but from the five to seven different services that they give us to choose from, we all can find what meets our needs.
BasilJiji - PeerSpot reviewer
System engineer at a retailer with 10,001+ employees
Collaboration has transformed how our teams work and Copilot now drives faster daily decisions
The interface for the security and compliance center could be simplified. It changes frequently, which can make it somewhat difficult for admins to stay up-to-date on where specific settings are located. The compliance center modification or improvement of Office 365 needs to be introduced. The rest of the features feel acceptable to me. The reason it is not a ten is because of the complexity of managing the vast array of admin settings, which requires a specialized IT team. Even though it meets industry standards for decent security compliance such as SOC and HIPAA, the complexity of managing the admin settings needs to improve.
report
Use our free recommendation engine to learn which Content Collaboration Platforms solutions are best for your needs.
900,196 professionals have used our research since 2012.
 

Top Industries

By visitors reading reviews
Construction Company
16%
Financial Services Firm
10%
Manufacturing Company
9%
Performing Arts
6%
Construction Company
15%
Financial Services Firm
14%
Outsourcing Company
10%
Computer Software Company
9%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business40
Midsize Enterprise19
Large Enterprise40
By reviewers
Company SizeCount
Small Business62
Midsize Enterprise31
Large Enterprise70
 

Questions from the Community

What is your experience regarding pricing and costs for Dropbox?
Dropbox makes it easy to share files across teams, hence improving collaboration. Also, I can store and access my files anywhere, anytime.
What needs improvement with Dropbox?
Sometimes syncing takes longer than I expect, especially with large folders or when my internet is unstable.
What is your primary use case for Dropbox?
Dropbox is very secure, easy to use, and reliable for file syncing, making it a preferred choice for seamless collaboration and file sharing across devices. The performance is generally smooth, wit...
What is your experience regarding pricing and costs for Office 365?
My experience with pricing, setup cost, and licensing for Office 365 is that it is moderate.
What needs improvement with Office 365?
Office 365 could be improved or enhanced in some ways. It would be better if it were more simple to find the points, or sometimes there are so many possible configurations that it makes you confuse...
What is your primary use case for Office 365?
Teams and Outlook are important for us, and Teams is central to our operations. I utilize Power Automate for streamlining repetitive tasks in our organization, but not for large tasks. For tasks su...
 

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: April 2026.
900,196 professionals have used our research since 2012.