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
When it compare to Google Drive and SharePoint Dropbox is very fast and reliable and is very easy to use . Also it handles large files smoothly without any issues .It also improved collaboration quickly with easy setup .Also it has an easier interface which helps may users to …
Chose Dropbox
Is quite easier to use and does not take so much time to get used to the system, is more straight forward.
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. …
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
8.0
1333 Ratings
4% below category average
Microsoft 365
-
Ratings
Versioning8.11107 Ratings00 Ratings
Video files7.81089 Ratings00 Ratings
Audio files8.1987 Ratings00 Ratings
Document collaboration7.71160 Ratings00 Ratings
Access control8.41231 Ratings00 Ratings
File search7.71277 Ratings00 Ratings
Device sync8.31228 Ratings00 Ratings
Cloud Storage Security & Administration
Comparison of Cloud Storage Security & Administration features of Product A and Product B
Dropbox
8.4
1262 Ratings
3% below category average
Microsoft 365
-
Ratings
User and role management8.31127 Ratings00 Ratings
File organization8.41243 Ratings00 Ratings
Device management8.51108 Ratings00 Ratings
Cloud Storage Platform
Comparison of Cloud Storage Platform features of Product A and Product B
Dropbox
8.3
1252 Ratings
4% below category average
Microsoft 365
-
Ratings
Performance7.91241 Ratings00 Ratings
Reliability8.91248 Ratings00 Ratings
Storage Reports8.2951 Ratings00 Ratings
Best Alternatives
DropboxMicrosoft 365
Small Businesses
SugarSync
SugarSync
Score 4.3 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
8.5
(1340 ratings)
8.0
(242 ratings)
Likelihood to Renew
8.0
(41 ratings)
9.5
(6 ratings)
Usability
8.1
(496 ratings)
7.7
(13 ratings)
Availability
6.8
(3 ratings)
-
(0 ratings)
Performance
6.0
(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
6.6
(4 ratings)
-
(0 ratings)
User Testimonials
DropboxMicrosoft 365
Likelihood to Recommend
Dropbox
Let me describe a scenario that happened recently in our organization's marketing team storing thousands of images videos and pdfs and Dropbox is done a great perfomer in this situation by the product features which is very helpful for the team, such as smart sync reduces disc usage, preview support for many media formats & Integrate with Adobe Creative Cloud.
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Microsoft
Microsoft 365 would be well suited for medium to large enterprises. This is where there are several hundreds or thousands of people. Since most everyone has used one of the applications the learning curve would be reduced. Another reason would be the ability to implement security measures to prevent access to sensitive data. This could justify the cost of an Enterprise license.
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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
  • Chat with teams and the integrations with the other apps, and many more smaller ones, like to-dos, news, and the recent Outlook integration.
  • Easy embedding on SharePoint to broadcast all the content created in the different tools.
  • The office package is still robust with the good things from the past and new additions.
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
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Microsoft
  • Forms lack comprehensive features and parameters for detailed questioning for example cannot be directly linked with Power BI
  • Outlook email filters are not handy to use and require more detailing in terms of location past emails
  • Teams requires substantially large amounts of system resources which could be finetuned
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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.
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Microsoft
So far the Microsoft 365 platform provides features and tools that can cater to 100% of present organizations needs considering both technical and business necessities, however most features are not been effectively utilised at present. The current featureset is able to cover for most of the future needs of the business and technical functions.
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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
Microsoft 365 is the gold standard for performing project tasks in a professional environment, enabling the quick transfer and exchange of files and ideas for team members who work locally and remotely. Its suite of tools is familiar and has evolved to being cloud based, allowing for files to be updated in real time from near and far.
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Reliability and Availability
Dropbox
I really recommend the product for the Dropbox availability is a great having very very less downtimes, they errors are less I have been faced yet, due to connectivity sometimes we are getting errors. Only sometimes the limitations of some features show some errors.
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Microsoft
To-date Microsoft 365 platform has offered an amazing uptime and availability percentage per year compared to all other products which provide the stability and overall business resilience of their ecosystem which is a great relief for information technology service entitites which heavy rely on Microsoft offerings as a whole to redeliver their own custom products
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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
The Microsoft 365 tools expects and demands a substantial amount of system resources to operate at optimal level and even more when integrated with other applications which is a downside, however given that external supporting tech factors such as fibre/broadband speed bandwidth, high speed RAM and ample storage resources are allocated the tools work error free providing robust communication
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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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In-Person Training
Dropbox
The person for corporate product dealing and knowledge of the product explore and better and secure use are properly handover to us. Also provide full software and tool training from the basic to the pro level with each and every possible explanation. Provide many sessions regarding every doubt. Also Guide better suitable options for our business to migrate and integrate for the expansion in all places employee smoothly.
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Microsoft
The resellers involved with selling Microsoft products are reluctant to provide in person specialist trainings to consumers due to the fact of costs of economies of scale and is not provided free of charge most of the time. In Person trainings needs to be agreed to at the initiation of projects and implementations for better ROI.
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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
The standard training offered with 3rd part resellers are fairly standard and covers the basic workability however the trainings needs to be specifically customised according to unique requirements of the organizations. for example an MSP would need to master specific communications verticals within Microsoft 365 whereas and online store using Microsoft 365 would needs to master a different set of tools within the suite to get the best ROI post implementation.
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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
The Microsoft support partners are more than capable of handling implementations and dealing with unprecedented errors during the implementations. Not part of the implementation though the setup was done with minimum misconfigurations which is evident with present live setup which works fine without any bugs and gaps at present context.
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Alternatives Considered
Dropbox
I prefer the layout and visual aspect of Dropbox as it mirrors my files on my computer. I feel that I am more organized, and it's easier to find my files in Dropbox than it was with Google Drive.
Read full review
Microsoft
Typically I prefer working with companies with Microsoft 365 as their main tool because they're usually a fast growing company with a global presence. I like using it for work because it's easy to collaborate, share, review, comment, reply in any of the tools. The mobile app for Outlook and Teams are lifesavers when we're constantly traveling and you can join meetings on the mobile Teams to never miss a beat.
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Contract Terms and Pricing Model
Dropbox
I would recommend to this product directly to the sales team of Dropbox for the best deal provide to my referred person and provide the best service to them.
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Microsoft
Microsoft pricing is not very expensive and yet not very cheap as well, and it hovers in between the baseline. The charges are mostly based on the tier level partners who charge based on their individual reputation in the market. Power negotiation will lead to cost effective and attractive pricing
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Scalability
Dropbox
It's easy to integrate with the systems of Windows and Linux, easy to have web versions accessible, which provide the web login credentials. Also, it can be installed for individuals for the best autosync features.
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Microsoft
Multiple tools within the same platform have been deployed successfully within different functional technical and non technical teams such as Devops, SOC, NOC, Shared services, Managed services, Global Information technology, Cloud operations, Finance, Administration, human resources and all these teams collaborate while maintaining central uniformity in terms of global standards who are dispersed in different geographical locations with ease
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Professional Services
Dropbox
Their services are highly rated for moving massive, complex data sets from legacy on-premise servers to the cloud with minimal downtime.
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Microsoft
Have not directly obtained professional services from Microsoft but rather obtained specialized services such as implementations and configurations, setting up and integration support with Microsoft authorized suppliers, 3rd parties, and resellers, which has been a pleasant experience. Again the level of delivery quality on professional services is based on the level of hands on exposure of the 3rd party
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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
  • We have a lot of nonprofit users, so they have a good ROI.
  • I like the constant updates without having to purchase the software repeatedly.
  • I used to purchase each Office (insert year here) often, so the software was up to date and had the newest options and connectors. I think my return on investment would have been much better if Microsoft had updated those versions to keep them current; after all, we did pay for them.
  • Microsoft 365's offering a monthly fee or a discount for a year helps, and you can look at it as a free backup if you have everything set to back up to One Drive. (Cloud-based document filing you can access anywhere ( with an internet connection)—you Can't beat that!)
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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.