A key benefit of cloud storage is that sharing files is much simpler than it was 10 or 20 years ago. Our pitiable former selves had to deal with massive email attachments that led to overstuffed and unresponsive inboxes. We had to pass others USB devices or similar gadgets containing the content we wanted to share. Times were tough.

Now we have the advantage of the cloud, a remote storage medium perfect for delivering content without a hiccup. There are a few cloud services that can be used to share files, including standalone delivery services, such as WeTransfer, and beefier cloud storage services, such as those reviewed in our cloud storage reviews library.

Among the latter is Dropbox, which, while not topping our best cloud storage list, is a popular choice for managing files, especially for collaboration.

In this article, we’re going to consider Dropbox and WeTransfer side by side to determine which provider is best for file sharing. Since WeTransfer is more of a business solution than a consumer one, we’ll focus our discussion on which makes file sharing easiest in office settings.

Dropbox versus WeTransfer

Among cloud storage providers, Dropbox, Google Drive and OneDrive are the three biggest names. While each has merits, Dropbox is the most convenient for sharing files, thanks to features that include shared-link passwords and the ability to send file requests. For Dropbox alternatives, give our best cloud storage for file sharing guide a read.

WeTransfer is a cloud service that specializes in transferring large files. Its architecture is dedicated to that purpose, though it has nice customization features for business branding and a few other perks.

In addition to file sharing, Dropbox has many features that you won’t get with a niche provider like WeTransfer, including file synchronization and integrated apps such as Dropbox Paper and Microsoft Office Online (check out our best note-taking apps for other examples).

We won’t be taking into account Dropbox’s storage and productivity features in this head-to-head review. Our focus is on file sharing and which of the two services does it best. To perform this evaluation, we’ve split our article into three rounds: sharing, security and cost.

Round One: Cloud Sharing Features

Dropbox is a cloud storage service that’s known for fast, reliable file sync, not sharing. You can read our best cloud storage for sync review to find out what makes Dropbox stand out in that area and which services come close.

For file sharing, Dropbox isn’t as well-developed as Sync.com or pCloud, but it is more advanced than your average cloud storage provider.

Dropbox lets you share individual files and invite others to access folders. You won’t get folder sharing with WeTransfer. As such, Dropbox makes more sense for productivity and collaboration, even without taking file synchronization and Office Online into account.

To share a folder or file, log in to Dropbox online and click the “share” button associated with either object. You can fill in email addresses for people you want to give access or generate a link that anybody can use.


When sharing folders, you can provide view-only or edit permissions. View-only lets others view, download and comment on content, while edit adds file change and deletion capabilities.

Those with edit permissions can be given the ability to invite others to access folders, too.

Sharing Dropbox files is mechanically identical to sharing folders, except that there’s no “edit” option. The only permissions setting is view only. That means those you share content with can comment on your files, but not change them.

WeTransfer doesn’t recognize folders, so, to share the contents of one, you’ll have to send multiple files or zip the folder before sending it. Zipped folders are treated like files, so you can send it all in one go.

The inability to share folders is a knock against WeTransfer but, when it comes to file sharing, the service is more than a match for Dropbox.

WeTransfer File Sharing

Anyone can share files from the WeTransfer website without an account. Click the blue plus sign to add files from your file system, add up to 20 email recipient addresses and input your own email.

You can send up to 2GB of files at once with WeTransfer. Bigger files require a subscription. With WeTransfer Plus, you can send up to 20GB at a time. Subscribers also get 100GB of storage to keep files that are frequently used. The service doesn’t delete files after a set period of time and it allows you to audit past mailings and resend or forward them.

Click the three-dot menu near the bottom of the WeTransfer send tool to tweak other settings. Those include switching from “email” to “link.” Links can be posted to Slack channels, social media or similar platforms to share content with a broader audience.

None of those features distance WeTransfer from Dropbox. What makes the difference, at least for business users, is the ability to personalize file transfers. Options include a personalized URL, background images for emails and other ways to customize the look of emails.

WeTransfer lets you create a look that suits your business, including incorporating your company name into your URL and adding your logo. For those looking to put together an email marketing campaign or similar endeavor, such details can make a difference to its success.

Round One Thoughts:

Both Dropbox and WeTransfer have advantages over one another for file sharing. For Dropbox, the main advantage is that you can share folders without having to compress them into .zip files. For WeTransfer, it’s customization.

Which service has the bigger edge is a matter of personal needs. We’re siding with WeTransfer, but only because it’s easy to share folders with many cloud storage services, several of which are free or much cheaper than Dropbox. Email customization for sending files is uncommon by comparison.

  • Round One Winner: WeTransfer

Round Two: File Sharing Security

We’ll tackle file safety in round two, looking at both in-transit protection and encryption for content stored in the cloud. We’ll look at link security, too, but first, let’s talk geography.

WeTransfer has an advantage over Dropbox as it’s based in the European Union. The EU has stricter privacy laws than the U.S., as shown by the recent passage of the General Data Protection Regulation. WeTransfer is headquartered in Amsterdam and adheres to the Dutch Personal Data Protection Act, which includes mandates for securing data against loss or theft.

Dropbox is based in San Francisco, with data centers across the U.S. The country has been mired in data privacy controversies in recent years, most notoriously the National Security Agency’s PRISM project. While Dropbox wasn’t implicated as being involved in PRISM, it was on the docket to be added before Edward Snowden blew the whistle on the program.

Dropbox has one major data breach on record, which involved the theft of 68 million user passwords in 2012. The company has taken steps since then to ensure the incident isn’t repeated, but the fact that the details of the theft weren’t revealed for several years should give one pause.

Plus, Condoleezza Rice is also on the Dropbox Board of Directors. While there’s nothing to suggest she’s caused problems for user privacy, she was an advocate for warrantless wiretapping during the Bush administration and has been tied to UN Security Council eavesdropping scandal. That’s troubling in an industry where privacy is top of mind.

It doesn’t take a tinfoil hat to decide that WeTransfer is the better bet to protect consumer privacy, at least, on the surface. That said, both services take steps to prevent outside parties from accessing user data.

Dropbox and WeTransfer Encryption

Dropbox and WeTransfer protect files in transit using transport layer security. TLS is a protocol that ensures data integrity between two communicating applications. It allows the connection between the applications to be encrypted, so no third party is able to intercept and tamper with the data.

These days, any web service of note uses TLS to protect in-transit communications.

Both providers encrypt files stored on their servers. Dropbox uses AES 128-bit encryption to scramble files, while WeTransfer uses AES 256-bit encryption. Either protocol is bulletproof, practically speaking. It would take billions of years to brute force crack an AES encryption key.

Encryption keys may be impossible to crack, but weak passwords are not. Dropbox counters that with two-factor authentication. With 2FA enabled, you’ll need to enter an additional credential when logging in from an unfamiliar machine. The credential is a security code that you can receive on your smartphone.

WeTransfer does not offer two-factor authentication. That means if your password is hacked or stolen, files stored in your WeTransfer Plus account could be in jeopardy. If you decide to go with the service, be sure to create a strong password or, better yet, use a cloud password manager such as Dashlane.

Both services maintain secure data centers, as well. Dropbox has its own server facilities and WeTransfer uses facilities operated by Amazon Web Services.

Dropbox and WeTransfer File Link Security

Links pose a danger to content control. Unlike inviting people to access content using their email address, a link can be used by anybody who manages to get a hold of it. At least, that’s the case without certain link protection features.

The most obvious of such features are passwords and expiry dates. Most cloud storage providers fail to include either. Dropbox doesn’t, but they come at a cost. You’ll have to sign up for Dropbox Professional or Dropbox Business (read our Dropbox Business review).

Dropbox includes two additional content control features for links in the ability to disable downloads and comments. Those are nice inclusions.

WeTransfer lets you restrict links with passwords and automatic expiration dates, but those features aren’t free. We cover the cost of WeTransfer Plus and Dropbox Professional in our final round.

Another content control feature that WeTransfer has, and Dropbox doesn’t, is notifications confirming file uploads, downloads, bounced emails and one in case none of your recipients download the transfer within five days.

WeTransfer Plus customers can check how many times files connected to email and link transfers were downloaded. Email transfers show who downloaded the file, while link transfers do not.

Both services could use one feature to shore up security, though: download limits for links. If that idea floats your boat, two of the most secure cloud storage providers — Sync.com and pCloud — provide that capability.

Round Two Thoughts:

Both services take reasonable steps to ensure file security. We need a winner, though, so we’re picking WeTransfer for the second straight round, despite its failure to offer two-factor authentication. Our decision is based on its location in the EU and options for monitoring file downloads.

Dropbox, with its long history of controversy and near-controversy, seems primed for scandal. If you do use Dropbox, we recommend pairing it with a private encryption service such as Boxcryptor. Read our Boxcryptor review for more information.

  • Round Two Winner: WeTransfer
Starts from $ 499 per month
Free plan available

Round Three: Cost

The bottom-line isn’t everything, but it’s a key consideration. As it happens, Dropbox is one of the worst deals in cloud storage.

For starters, you get just 2GB of free storage. That’s far short of providers mentioned in our best free cloud storage roundup. A Dropbox Plus account is $9.99 per month for 1TB of storage. While not terrible, you can get 2TB of storage from pCloud for just $8 per month. The math doesn’t favor Dropbox.

  • 5 GB Storage
  • 50 GB Storage
1-year plan $ 1.99 / month
$23.88 billed every year
Office 365 Personal
  • Comes with Office 365 Personal
  • 1000 GB Storage
1-year plan $ 5.83 / month
$69.99 billed every year
Save 17 %
Office 365 Home
  • Comes with Office 365 Home
  • 5000 GB Storage
1-year plan $ 8.33 / month
$99.99 billed every year
Save 17 %

The most baffling entry in Dropbox’s subscription lineup is Dropbox Professional. This plan doubles the cost of Dropbox Plus to $20 per month without giving you more file space. Instead, you get a few extra features, such as 120-day versioning and link sharing features that we mentioned earlier (e.g., passwords and expiry dates).

Dropbox Business plans are priced differently, though no less attractively. There’s a $15 2TB plan and a $25 unlimited plan.

OneDrive for Business
  • OneDrive Storage per User: 1TB
1-year plan $ 5.00 / month
$60.00 billed every year
OneDrive for Business Advanced
  • OneDrive Storage per User: Unlimited
1-year plan $ 10.00 / month
$120.00 billed every year
Office 365 Business
  • OneDrive Storage per User: 1TB
Office 365 Business Premium
  • OneDrive Storage per User: 1TB
1-year plan $ 12.50 / month
$150.00 billed every year

It’s harder to evaluate WeTransfer relative to similar services because there aren’t many of them. For simple file-sending needs, there’s a limited free WeTransfer plan that’s good for up to 2GB of files at once.

If that doesn’t cut it, you’ll have to upgrade to WeTransfer Plus. It will let you send 10 times the gigabytes at once and has perks such as cloud storage and branding options.

DetailsWeTransfer:WeTransfer Plus:
Monthly Cost:Free$12 per month
Annual Cost:Free$120
Send Capacity:2GB20GB

At $12 a month, it isn’t as cheap as we’d expect for a niche service that only offers 100GB of storage and doesn’t provide sync or file editing. The branding options and overall ease of use make it worth it for businesses, though.

Round Three Thoughts:

Neither service is a good deal. For value, Dropbox provides more since you’re getting 1TB of cloud storage and file sync, while WeTransfer is only good for sending files.

If all you care about is sending files, however, WeTransfer is the better deal since a $12 per month subscription gets you file link passwords and expiry dates. Dropbox only provides those with a $20 per month subscription. Your $12 gets you nice download auditing features, too.

We’re giving the final round to Dropbox, but with big caveats. If you’re considering Dropbox Professional for $20 a month because of the storage, but like WeTransfer for file sharing, we suggest an alternative path.

By pairing a $12 a month WeTransfer subscription with an $8 a month pCloud subscription, you’ll get all the sharing perks of WeTransfer and 2TB of storage from pCloud. That works out to $20 a month, the same cost as Dropbox Professional, but with quite a few more benefits.

  • Round Three Winner: Dropbox
Starts from $ 399 per month for 500 GB
Free plan available Save 20 %

Final Thoughts

Dropbox and WeTransfer are different animals. In many ways, comparing them is a fool’s errand. Dropbox is a more complicated cloud service, coming packaged with sync, storage and productivity features that you won’t get with WeTransfer.

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That said, WeTransfer has a reputation among non-enterprise business owners. That is especially true of business owners that don’t need anything more complex than it. It’s a service for businesses that want to craft attractive emails for limited campaigns or deliver work product to customers with an air of panache, without worrying about overcoming a steep learning curve.

In that way, it’s a worthwhile service and, within the scope of what it does, we’d take it over Dropbox any day. That’s our take, anyway. Feel free to share your thoughts below. Thanks for reading.

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9 thoughts on “Dropbox or WeTransfer: Which Service Is Best for Sharing Your Files?”

  1. The main difference and why I had to pay for wetransfer even though I’m a Dropbox Pro (Plus) user for years is that there’s a limit GB for the recipient. If the recipient doesn’t have a dropbox account or don’t have enough space for files greater then 1GB (only 1GB) it cannot be downloaded and the person can’t do anything.
    In other words, if a file is bigger than 1GB the person can’t just download it, it has to have a dropbox account, with 1GB free space, to sync and then get from the computer.
    So this is why they are completely different services. One can’t do what other can and vice versa.
    I would very much like that dropbox charges more and have the possibility of anyone with link download a file without 1GB limit, not having to require a dropbox account.

  2. As a designer, I’ve used an ftp space for large file transfers. I have 2 ftps and use them fairly frequently. I also am a free dropbox user and it’s not nearly as simple and quick as my drag and drop ftp transfers. I don’t need to collaborate, update, etc. Just get the file to someone and delete it once it’s downloaded by the recipient.

    Just signed up for free WeTransfer and find it simpler and easier than dropbox and even my ftps. Very streamlined/efficient. Best of all, the recipient doesn’t need anything more than an email and browser plus adequate storage space on their computer, HD or phone.

    I have design and other work to do so, for me, the less fuss, more speed in transferring large files, the better.

    Soon, I’ll try the WeTransfer Plus for a month and see if I like or need its features.

  3. With DROPBOX, I have nothing but errors when my clients try to download files. It takes forever, they timeout, for some reason it zips the file and then clients can’t open it, etc. At least 50%, ususaly more of the time, I have to find another way to get the files to my client!! Very frustrating!!

    If We Transfer actually works, that would be way better since the only reason I have Dropbox is to transfer files.

    1. I agree, and this is coming from a user of Dropbox for YEARS.
      Not to mention they have changed settings on us multiple times throughout, one of which is the opposite of what you mention: they UNZIP our Zipped files that clients ask for zipped. This is a ludicrous notion given that we send out dozens of musical albums a month and NO ONE wants to download EACH song when they could click one Zip file link – like Dropbox USED to offer. We are gone the next opening we see to jump ship.

  4. My vote is for We Transfer. Have used free version for years. Never had any issues with it.

  5. Drop Box is SLOW … and limits recipients using only the free service.
    SLOW data transfers basically – i refuse to let ppl send me data even if its a link to download on principle!!!
    their support service is virtually non existent and any response is quite delayed.
    For professional companies with deadlines over various timezones its a complete NO.
    Wetransfer – the simplicity is whats needed with tight workflows. I use large amounts of data and yes the 100gb ceiling could be improved but this company is quick off the mark with any support and guess what!
    uploading and downloading is fast as can be…
    no messed up projects with clients.
    oh i nearly forgot no drop outs either!!

  6. Every second time I put a file in dropbox that is shared with my client, he doesn’t see the file. So, I have to wetransfer the file to him to make sure he gets it. I find dropbox very slow at putting files in the shared files. I don’t know how wetransfer does that; however, I am willing to try it for sure. And the price is decent enough that it won’t make or break the bank.

  7. I’m in agreement with most people here. Dropbox now in 2018 has all kinds of problems, not least of which is slow speed and REMOVING our “Zipped” files and turning them back to the original format (even when clients ASK for zipped files). They also have removed “direct links” which used to allow someone to click our dropbox link in an email and instantly download our files. Now the client has to actually open their browser and go to the dropbox page to then click on each file they want to download. I’m sure Dropbox looks at this as a way to report “more traffic” to their site at the expense of it’s customers and their clients. They will continue to lose customers by the thousands this way. We hear of our own clients leaving on a weekly basis. BEst to you WEtransfer. we’ll be moving over shortly.

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