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Dropbox Business - Enterprise vs Microsoft 365 Business comparison

 

Comparison Buyer's Guide

Executive SummaryUpdated on Nov 2, 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
6.0
Dropbox Business users reported varied ROI experiences, appreciating features and security, though some struggled to establish clear financial gains.
Sentiment score
7.1
Microsoft 365 Business boosts ROI by reducing infrastructure costs, enhancing efficiency, providing security, and ensuring reliable access even offline.
It also provides good security and the ability for normal users to create simple applications without needing developers.
Project Manager at Protonmail
 

Customer Service

Sentiment score
2.9
Users find Dropbox intuitive, with generally good support available 24/7, though some experience delays and manage support independently.
Sentiment score
4.5
Microsoft 365 Business support is mixed; users find it robust but desire more consistent and faster access when needed.
Dropbox offers 24-hour support, both through chat and limited hour calls.
Research Analyst at Counterpoint Research (Counterpoint Technology Market Research)
We provide the support ourselves and do not have any support straight from Dropbox.
Measurement Manager at A3E Ingenieros
I really have not hit many brick walls where I have had to ask for customer support.
Business Process Manager/ Educational Technologist at a educational organization with 1,001-5,000 employees
It would be beneficial if Microsoft had more expert customer support staff.
Project Manager at Protonmail
We have had good support from Microsoft, with responsive and well-trained staff who are very polite.
ICT Manager at Calzavara S.p.A
I haven't needed any support from Microsoft with Microsoft 365 Business; in my three years, I haven't encountered any instances.
asc at a educational organization with 51-200 employees
 

Scalability Issues

Sentiment score
7.2
Dropbox Business - Enterprise offers scalable plans for various needs, with flexible options requiring payments for added storage or users.
Sentiment score
7.5
Microsoft 365 Business effectively scales for organizations, offering flexibility, seamless integration, and support for all business sizes while managing costs.
 

Stability Issues

Sentiment score
8.1
Dropbox Business - Enterprise is highly stable, rated ten out of ten, with minor issues like syncing delays in low bandwidth areas.
Sentiment score
7.9
Microsoft 365 Business is praised for stability, outperforming on MacBook with minimal issues, despite occasional minor external setbacks.
The stability of Microsoft 365 Business is rated nine out of ten.
Project Manager at Protonmail
The file-sharing feature in Microsoft 365, specifically using OneDrive, is unreliable.
Managing Director at NaMax Limited
It works properly, and I have never needed to contact support.
IT Manager at R K Khanna and Associates
 

Room For Improvement

Dropbox Business - Enterprise could improve file sharing, security, storage, pricing, integration, UI simplicity, real-time collaboration, and scalability.
Users find Microsoft 365 Business overpriced, lacking apps, with non-intuitive tools, requiring better updates, support, security, and collaboration.
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)
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.
Business Process Manager/ Educational Technologist at a educational organization with 1,001-5,000 employees
Providing Power BI for a lower package, such as e3, would be beneficial.
Project Manager at Protonmail
Microsoft has very poor security, and Defender is ineffective.
Managing Director at NaMax Limited
The comprehensive nature of the solution justifies the cost.
ICT Manager at Calzavara S.p.A
 

Setup Cost

Enterprise users appreciate Dropbox Business for competitive pricing and flexibility, though some desire better discounts compared to alternatives.
Microsoft 365 Business provides competitive pricing but costs can increase with additional features, affected by various organizational factors.
Microsoft 365 is cost-intensive, and alternate options like OpenOffice, LibreOffice, or Google Workspace are not as expensive.
Managing Director at NaMax Limited
The solution might be considered pricey for some, however, the comprehensiveness of the suite justifies its cost.
ICT Manager at Calzavara S.p.A
It could be more affordable.
Project Manager at Protonmail
 

Valuable Features

Dropbox Business - Enterprise provides seamless file sharing, strong security, and integration, enhancing productivity for both individuals and teams.
Microsoft 365 Business enhances productivity with integration, collaboration, scalability, and security, making it essential for global businesses.
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)
I do enjoy the family sharing plan, so my entire family can use my one plan and my data storage, and we can have shared files or private areas for their own files.
Business Process Manager/ Educational Technologist at a educational organization with 1,001-5,000 employees
Using Teams helps our team's productivity because rather than having to make a proper chart again, if I am reviewing someone else's work and I find a mistake, I'll just do it in Excel and it automatically gets updated in the PPT.
asc at a educational organization with 51-200 employees
Mobile access to SharePoint in Microsoft 365 Business saves a lot of time because it does not require physical presence, enabling everyone from various distances to access, save, and read all the manuals, which greatly increases efficiency in our business.
Owner at Nexus Auto system
Microsoft 365 Business integrates well and improves communication, cooperation, and security.
Project Manager at Protonmail
 

Categories and Ranking

Dropbox Business - Enterprise
Ranking in Content Collaboration Platforms
3rd
Average Rating
8.2
Reviews Sentiment
6.7
Number of Reviews
91
Ranking in other categories
Cloud Storage (2nd)
Microsoft 365 Business
Ranking in Content Collaboration Platforms
11th
Average Rating
8.4
Reviews Sentiment
6.5
Number of Reviews
248
Ranking in other categories
Mobile Device Management (MDM) (2nd)
 

Mindshare comparison

As of January 2026, in the Content Collaboration Platforms category, the mindshare of Dropbox Business - Enterprise is 8.8%, up from 8.8% compared to the previous year. The mindshare of Microsoft 365 Business is 2.1%, up from 1.4% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Content Collaboration Platforms Market Share Distribution
ProductMarket Share (%)
Dropbox Business - Enterprise8.8%
Microsoft 365 Business2.1%
Other89.1%
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.
AM
Owner at Nexus Auto system
Digital documentation has boosted team efficiency and provides secure remote manual access
The best feature is the mobile access to SharePoint. It is incredibly valuable for our technicians to view wiring diagrams and manuals directly on their tablets while working under a vehicle. It removes the need to walk back to the office, saving about 20 minutes per job. Additionally, the data security features give me peace of mind; even if a tablet is broken in the shop, our business data remains safe in the cloud.
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Top Industries

By visitors reading reviews
Performing Arts
10%
Manufacturing Company
9%
Financial Services Firm
6%
University
6%
Performing Arts
14%
Computer Software Company
10%
Manufacturing Company
10%
Educational Organization
7%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business40
Midsize Enterprise19
Large Enterprise34
By reviewers
Company SizeCount
Small Business113
Midsize Enterprise44
Large Enterprise100
 

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 do you like most about Microsoft 365 Business?
The product's initial setup phase was straightforward.
What is your experience regarding pricing and costs for Microsoft 365 Business?
I have no idea about the pricing of Microsoft 365 Business, since I'm not the party concerned.
What needs improvement with Microsoft 365 Business?
I find it very easy to utilize Microsoft 365 Business, and it works for me. Everything is at my fingertips, so I do not know how to suggest improvements. Nothing is easier than paper and filing, bu...
 

Also Known As

No data available
Microsoft 365 E3, Microsoft 365 E5, Microsoft 365 F1, MS 365 Business
 

Overview

 

Sample Customers

Vita Coco, BCBGMAXAZRIA Group, Centric Project, Kayak, FourSquare, Asana, Huge Adversting , USA Gymnastics, Appen, Valliant, Radio Lab
Urban Agriculture Co., The Detroit Wallpaper Co., TransBlue Facility Management, Garner Food Company
Find out what your peers are saying about Dropbox Business - Enterprise vs. Microsoft 365 Business and other solutions. Updated: December 2025.
881,082 professionals have used our research since 2012.