Dropbox vs. Microsoft 365

Overview
ProductRatingMost Used ByProduct SummaryStarting Price
Dropbox
Score 8.5 out of 10
N/A
Dropbox is a cloud storage solution, equipped with features that help users to save time, improve productivity, and collaborate with others. Users can edit PDFs, share videos, sign documents, and collaborate with stakeholders without leaving Dropbox.
$9.99
per month
Microsoft 365
Score 8.6 out of 10
N/A
Microsoft 365 (formerly Office 365) is a Microsoft Cloud subscription service that includes Microsoft Office products (Word, Excel, PowerPoint, OneNote, Outlook, Publisher, and Access). The software can be installed across multiple devices and ensures that users always have the most up-to-date version of the included Office applications.
$5
Per User Per Month
Pricing
DropboxMicrosoft 365
Editions & Modules
Plus
$9.99
per month
Essentials
$18
per month
Business
$20
per month per user
Business Plus
$26
per month per user
Basic
Free
Business Basic
$5.00
Per User Per Month
Individual
$5.84
*Per Month
Business - Apps
$8.25
Per User Per Month
Enterprise - F3
$10.00
Per User Per Month
Business Standard
$12.50
Per User Per Month
Business Premium
$20.00
Per User Per Month
Enterprise - E3
$32.00
Per User Per Month
Enterprise - E5
$57.00
Per User Per Month
Offerings
Pricing Offerings
DropboxMicrosoft 365
Free Trial
NoNo
Free/Freemium Version
NoNo
Premium Consulting/Integration Services
NoNo
Entry-level Setup FeeNo setup feeNo setup fee
Additional Details*When billed annually.
More Pricing Information
Community Pulse
DropboxMicrosoft 365
Considered Both Products
Dropbox
Chose Dropbox
Dropbox is more convenient than Google Drive or Microsoft 365. This is because materials do not have to be in a specific format to be entered into Dropbox. On other platforms, when organizing, sometimes, it requires that the materials be in that specific software in order to …
Chose Dropbox
The above products have good features but have some functionality missing in each of them. In comparison, Dropbox has all of them included in it which is very helpful.
Chose Dropbox
I like to use OneDrive for photos/log-term storage. It gives me more storage space but seems to take longer to sync than Dropbox. That's why I use Dropbox for file sharing, current work, and photos that I'm using at this moment. I had Dropbox first because I had the free …
Chose Dropbox
Documents editing online with integration with MS products is a plus compared to other products.
Easy synchronization of files and documents from local computer/mobile device to Dropbox. Security with multi factor authentication is an added advantage. Easy to authenticate with …
Chose Dropbox
I never bothered to really orient myself to OneDrive, because Dropbox is something I've used for so long. I can use OneDrive for free, but it's worth paying for Dropbox because I understand it and have such a history with it.
Chose Dropbox
At the time, a few suppliers used Dropbox, which made it easy to collaborate and share files. The costs were also comparable. I wasn't a fan of OneDrive, and Google was expensive, including Google Docs, which I didn't need. Dropbox is simple and gives me what I want - storage.
Chose Dropbox
Sync is cheaper but seems very slow. Didn’t get too far with it.
Chose Dropbox
Dropbox is better - I can store and share anything with anyone very easily.
Chose Dropbox
Dropbox is much faster and easier to use than either Box or Google Drive, both of which were provided by universities I have worked for. I subscribed to Dropbox at my own expense because it is so much easier and use-friendly.
Chose Dropbox
I like the Dropbox because it’s convenient and Photo Booth should be added. My Photo Booth is free right now and I wish Dropbox was free because this is a little too expensive. I feel like the price is a little too outstanding I wish they would lower it because this don’t make …
Chose Dropbox
Dropbox is far and away the best file sharing platform. All other have crippling storage limits or significant downtime and sync issues.
Chose Dropbox
way better in every aspect
Chose Dropbox
Dropbox has proven to be a superior system to Apple iCloud, Google Drive and OneDrive. It is far more use friendly and interfaces better with whatever system I need it to, regardless of whether it is Apple, Microsoft, or a company's internal system in every instance I have come …
Chose Dropbox
Dropbox is easier to use and allows the sharing of documents in any format (Microsoft Excel, Word, PowerPoint, Adobe PDF, etc.), as opposed to AcroPDF.
Chose Dropbox
Dropbox has more capacity and the price is awesome.
Chose Dropbox
Dropbox fares well against the other solutions in the market. We use various platforms across our organization, but Dropbox has been the most widely used. I think the track record and longevity have allowed us not to shop around for other solutions.

Dropbox works well in the …
Chose Dropbox
We have clients who asked that we use these products: Google Drive Microsoft OneDrive While they both offer the same sharing features, the other two prefer their file types. Dropbox seems to be agnostic; therefore, we don't have to think about what KIND of files we're using. …
Chose Dropbox
Dropbox has better features overall than these alternatives.
Chose Dropbox
Dropbox is the most effective independent cloud storage solution in our quiver of tools.
Chose Dropbox
Dropbox knocks it out of the park. It is way better than any of the other products I have used in the past.
Microsoft 365
Chose Microsoft 365
Basically, Planner is nowhere as good and has nowhere as much functionality as Airtable, but Planner is included with MS 365 and good enough for us with no additional cost. Dropbox is actually really good and integrates well with MS 365. We actually use both Dropbox and …
Chose Microsoft 365
I have used a few other products similar to Microsoft 365. I used to use Dropbox as a file storage, cloud based solution for storing documents and data. I was introduced to Microsoft 365 a few years after using Dropbox, and I prefer Microsoft because of the entire suite that …
Chose Microsoft 365
Both Google and Dropbox have programs for creating content. They can get the job done but there is a reason Microsft 365 is an industry standard. You can pull together a bunch of different apps and try to get them to communicate together if you want. But it will be a headache. …
Chose Microsoft 365
Office 365 does what it does very well -- and nothing more. It is simple to implement across an organization and then share files and results, as well as organizing contacts and calendars.

However, Google Drive, iCloud Drive and Dropbox all also offer seamless cloud file-sharing …
Chose Microsoft 365
It's all about the network effect. Since everyone else at my school using Microsoft 365, eventually I had to bite the bullet and join the crowd. Using the officially supported file syncing and sharing solution solves a large number of problems right out of the box. Other …
Chose Microsoft 365
Microsoft 365 provides a complete suite of tools, which none of the competition can match. Others can just offer piecemeal solutions, whereas Microsoft 365 (formerly Office 365) covers everything ranging from email management to office editing software to cloud storage to …
Chose Microsoft 365
Stability, high security, unique capabilities, speed of execution, cloud storage space, and compatibility and integration with other software has made this Microsoft product one of the best in the competitive market.
Chose Microsoft 365
The main point was the integration of the tools: backup + email + text editors, all in one tool; Employees had greater difficulty creating presentations on their competitors' tools, as well as more advanced use of data sheets.
Chose Microsoft 365
Microsoft Office 365 is more complete than Microsoft Office 2016. It is cloud-based, and this is a great advantage. Furthermore, now updates and upgrades are automatic and can be scheduled or accepted, really saving time compared to Office 2016.
Chose Microsoft 365
Microsoft Office 365 is the easiest to access on the go and is always up to date. It is also affordable given all of the features it offers. Being able to use most of Microsoft's products for one price is convenient and allows our organization to store and sort information over …
Chose Microsoft 365
Microsoft Office 365 was selected likely because most people at our company still find it to be more trustworthy than Google Drive. I personally would likely not have selected it, but do understand that it's the industry standard for most people. It's also a far lower cost for …
Chose Microsoft 365
Having all of the offerings and services in one easy to use administrative interface makes administration of our Microsoft suite of applications much easier. We are not able to get that same integration with separated applications. Gmail is not very intuitive if you're coming …
Chose Microsoft 365
Office remains the leader in the business productivity market. Apple's alternatives (Pages, Numbers, and Keynote) are nowhere near as powerful and Microsoft incorporates any good ideas they have very quickly (keynote's presentation mode). Google Docs/Sheets are convenient for …
Features
DropboxMicrosoft 365
File Sharing & Management
Comparison of File Sharing & Management features of Product A and Product B
Dropbox
7.9
1316 Ratings
5% below category average
Microsoft 365
-
Ratings
Versioning7.91091 Ratings00 Ratings
Video files7.61073 Ratings00 Ratings
Audio files7.9971 Ratings00 Ratings
Document collaboration7.31145 Ratings00 Ratings
Access control8.21215 Ratings00 Ratings
File search8.01261 Ratings00 Ratings
Device sync8.31213 Ratings00 Ratings
Cloud Storage Security & Administration
Comparison of Cloud Storage Security & Administration features of Product A and Product B
Dropbox
8.1
1246 Ratings
6% below category average
Microsoft 365
-
Ratings
User and role management8.11111 Ratings00 Ratings
File organization8.21227 Ratings00 Ratings
Device management8.01092 Ratings00 Ratings
Cloud Storage Platform
Comparison of Cloud Storage Platform features of Product A and Product B
Dropbox
8.1
1236 Ratings
6% below category average
Microsoft 365
-
Ratings
Performance8.11225 Ratings00 Ratings
Reliability8.51232 Ratings00 Ratings
Storage Reports7.6937 Ratings00 Ratings
Best Alternatives
DropboxMicrosoft 365
Small Businesses
SugarSync
SugarSync
Score 4.4 out of 10
Google Workspace
Google Workspace
Score 9.1 out of 10
Medium-sized Companies
Druva Security Cloud
Druva Security Cloud
Score 9.5 out of 10
Google Workspace
Google Workspace
Score 9.1 out of 10
Enterprises
Druva Security Cloud
Druva Security Cloud
Score 9.5 out of 10
Microsoft 365 Business Premium
Microsoft 365 Business Premium
Score 8.9 out of 10
All AlternativesView all alternativesView all alternatives
User Ratings
DropboxMicrosoft 365
Likelihood to Recommend
8.4
(1341 ratings)
7.9
(243 ratings)
Likelihood to Renew
8.0
(41 ratings)
9.5
(6 ratings)
Usability
8.1
(496 ratings)
7.7
(13 ratings)
Availability
6.9
(3 ratings)
-
(0 ratings)
Performance
6.1
(8 ratings)
-
(0 ratings)
Support Rating
6.7
(38 ratings)
8.9
(54 ratings)
Online Training
8.2
(2 ratings)
-
(0 ratings)
Implementation Rating
7.6
(4 ratings)
9.0
(2 ratings)
Configurability
6.4
(1 ratings)
-
(0 ratings)
Product Scalability
6.7
(4 ratings)
-
(0 ratings)
User Testimonials
DropboxMicrosoft 365
Likelihood to Recommend
Dropbox
It has been great for my real estate business as I have many files and need to keep them for a minimum of 5 years. I use it for business and personal files to stay organized. I don't care to use it for photo storage as I feel that it takes up too much space, and I prefer to keep them separate.
Read full review
Microsoft
Office everyday things since time immemorial. It's hard for Google Suite or any other to compete with Microsoft. They have everything, and it all works great, with incredible tools and capabilities. The new integrations work seamlessly most of the time, such as embedding a Power BI in a PPT. Expecting too much AI, like note taking, or LLM-based PPT, is not available in my tier at least, so depending on the budget, you won't get all you may expect from an AI leader. For diagramming and process maps, you're better off with other tools like those above.
Read full review
Pros
Dropbox
  • I can share projects I need feedback on.
  • I can make projects available to editors so that they can do their work.
  • Dropbox is a place where I can store files that I can access from anywhere, even if I don't have my laptop with me at the time.
  • I have an old friend who is an acting professor in Tokyo. He loves the dialogue that I write in my novels. He converts chapters into scenework for his acting students. They get very excited when there's new material!
Read full review
Microsoft
  • It allows us to keep our email organized. I like the fact that I can create folders in Outlook, and they replicate on my mail server.
  • Excellent for drafting and saving those documents as PDFs without needing PDF editing software.
  • Spreadsheets - what more is there to say?
Read full review
Cons
Dropbox
  • I’d like to be able to hover over an image/document and have it expand/enlarge without actually opening it
  • I’d love to see a carousel that lets me thumb through more quickly
  • I’m almost always in thumbnail view. I’d like to see them re-organize automatically when something is moved or deleted instead of leaving an empty space.
  • AI options for photo editing.
  • Easier pdf markups
Read full review
Microsoft
  • Microsoft 365 really needs to work on protection part. In complex environment it is not reliable as compared to its competitors like Proofpoint. There are many instances where it fails to perform effectively.
  • In SharePoint Online the versioning feature of the document needs to be improved by Microsoft. Sometimes when we have to roll back to the previous version it does not work as expected.
  • In Teams messaging and app permission policies can be improved. There are some settings where we have to add a lot of things manually.
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Likelihood to Renew
Dropbox
Dropbox is a user-friendly, easy tool which requires little to no skill and they offer a free version with a good amount of storage available. There are other file sharing tools available however at a cost. Dropbox free version I have used for years and it serves every purpose I need.
Read full review
Microsoft
There are many features of Office that we cannot replicate in any other tool. Plus people know it already. It's not going away anytime soon.
Read full review
Usability
Dropbox
It works extremely well, and we have never had any issues with connecting or sharing files. It's very easy to use, and any team member can share, add, and delete files to a virtual drive. This is extremely helpful, and it's an amazing tool to use, ensuring everyone can connect and work together effectively.
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Microsoft
It being the default office suite means it's user experience and idioms are things that everyone is generally very used to and fluent with.
The sharing is relatively simple, being directly hooked into Entra AD, and expiry being a first class concern.
It's usability decreases at scale, with multiple people simultaneously making edits can make documents unusable.
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Performance
Dropbox
Dropbox is really useful, you can access any file from anywhere and you can upload and even edit files online, but, sometimes it can be slow. Downloading, uploading, and syncing is a bit slow, it can take several minutes. Furthermore, the search engine for large amounts of data can be slow too and it is not powerful.
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Microsoft
No answers on this topic
Support Rating
Dropbox
They immediately responded like in an example that I gave where one of our staff members accidentally deleted the whole Special Hope Network Dropbox, we immediately contacted Dropbox they walked us through the steps of how to retrieve the information and luckily enough we were able to retrieve the entire Dropbox and we have had back and forth with Dropbox on what to do when an employee leaves how to remove them how to add another employee.
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Microsoft
Over the past 8 years of using Microsoft 365, I have noticed that they change vendors often. This always leads to a poor experience in the beginning, then levels out after some time for the company to get things worked out. As a customer, it is really frustrating because I don't have time when something isn't working to have them "look into my issue" and get back with me. They have even closed a ticket I specifically told them to keep open. Your applications are only as good as the support.
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Online Training
Dropbox
I did not personally take any training for Dropbox so I am self taught but I know when our Vice President selected Dropbox, he personally did do some training modules on it and I'm assuming it was very easy and simple to understand since he now acts like he is a pro at it!
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Microsoft
No answers on this topic
Implementation Rating
Dropbox
I needed to stay current in improving my daily operations. Dropbox
was suggested to me by a former colleague two-years ago and I've been using it just fine ever since.
Read full review
Microsoft
Everything works and I use it all the time.
Read full review
Alternatives Considered
Dropbox
For me, Dropbox is so much easier to use than Google Drive. I have both because I have a client who relies on me using Google, but each time I upload something, it gets lost in translation, and the document does not appear the same in Google. Frustrating. Love Dropbox!
Read full review
Microsoft
Its very user-friendly, collaborative and efficient that boosts productivity using cloud tools. their security is strong and it provides data protection. There are regular updates that shields us from attackers too. It offers a wealth of learning resources, including tutorials, help articles and video guide to help users make the most of the application and personally upgrade their skills.
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Scalability
Dropbox
bc i think box.com is better and more affordable
Read full review
Microsoft
No answers on this topic
Return on Investment
Dropbox
  • When it works (usually if a client already has Dropbox, so they don't get the solicitation to sign up), it works flawlessly.
  • I've had multiple clients not see the "continue with download only" at the bottom and email me to resend the media another way because they don't have a Dropbox account.
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Microsoft
  • It has helped keep the high-energy culture my company has since it allows easy communication and calls.
  • Positively impacts responses from clients, since we can see how many times they have been contacted. (the more someone is contacted, the less likely they are to respond. Microsoft helps make sure we all know who and who not to contact)
  • positively impacts my ability to focus, since you can mute notifications. Since I look at my computer all day, it is helpful to lock in and not get distracted by the many emails I receive a day. You can also change preferences, so emails with high urgency are still seen.
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ScreenShots

Dropbox Screenshots

Screenshot of the action bar, that sits across the browser page can be used to record the screen, edit PDFs, upload files, create folders, get signatures, or send and track documents.Screenshot of Dropbox Replay, that lets collaborators leave frame-accurate feedback and markups directly on project files.Screenshot of Dropbox Capture, which can be used to take screen recordings, screenshots, and GIFs with one click and share them with a link.Screenshot of the interface where Dropbox lets users upload, edit, send, and sign PDFs in one place.