When comparing Dropbox vs Stride (previously HipChat), the Slant community recommends Dropbox for most people. In the question“What are the best personal file-syncing solutions?” Dropbox is ranked 13th while Stride (previously HipChat) is ranked 17th. The most important reason people chose Dropbox is:
You can use Dropbox via website, by installing a desktop client that creates a folder that you simply drag and drop files into, or with their mobile app. Everything synchronizes across all devices used and cloud storage. And Dropbox offers easy methods of sharing whatever is within it.
Specs
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Pros
Pro Easy to use
You can use Dropbox via website, by installing a desktop client that creates a folder that you simply drag and drop files into, or with their mobile app. Everything synchronizes across all devices used and cloud storage. And Dropbox offers easy methods of sharing whatever is within it.
Pro Cross-platform desktop and mobile
Dropbox is available on iOS, Android, BlackBerry, Windows, OS X and Linux. By having a client for so many OS's pretty much anyone is covered no matter what kind of device or OS they are using.
Pro Allows sharing a folder
Using a desktop client: right click on the folder you want to share and select Dropbox > Share This Folder, then enter the e-mail addressees of people you want to share the folder with.
Pro Smart updates to big files
If a small portion of the file is changed it sends/receives only the differences (not the whole file), which is fast and bandwidth-efficient.
Pro Allows sharing a single file via link
Whether using desktop client or web interface, simply right click on the file you want to share and select Dropbox > Share link, then send the link to the people you want to share the file with. The recipient does not require a Dropbox account.
Pro Up to 18GB of free storage space
Dropbox personal accounts start out free, with 2GB of space, but users can get extra space by recommending the site to friends, or taking part in events like "Dropquest", where users can win extra space by solving puzzles.

Pro Linux support
Dropbox offers native Linux support, integrates with Nautilus file manager.
Pro Reliable
Pro Desktop client has no file size limit
As long as you have enough storage available, you can upload files of any size using Dropbox desktop client.
Pro Folders can be downloaded compressed to save bandwidth
To save bandwidth and download speed you can choose to compress a folder into a zip archive for download.
Pro Adjustable bandwidth use
To not slow down the network or save traffic you can limit the upload and download speeds of Dropbox.
Pro Lots of addons and integrations
There are official and third-party Dropbox add-ons that extend the functionality of the service and add ease of use of existing features.
Additionally, Dropbox can be integrated with existing applications to bring its functionality to other apps.
Pro 30-day version control
Dropbox keeps deleted and earlier versions of files for a month.
Pro Instant disaster recovery
Your files always synced online means instant disaster recovery. When your hard drive becomes unbootable, pick up another laptop and just carry on with your life from where you last saved.
Pro Available free storage can be increased with referrals
You get extra free space for you and your friend if they sign up.
Pro Fast sync speed
Pro Available on Web, Mac, Windows, Linux, iOS, Android
You can access HipChat from pretty much every common platform. HipChat even allows chatting via SMS.
Pro Powerful @mentions
You can ping people to get their attention even if they are not online by @mentioning them. Depending on how the person has set their account up it can be by notifications via in-app sounds, visual alerts, and even email, SMS, or mobile app push notifications.
Pro Huge list of integrations
Including Asana, Github, Zendesk, WordPress, MongoDB, TeamCity, JIRA, Confluence, PowerShell and more that 40 others.

Pro Cheap
Free with unlimited users, $2/user/month for voice + video calls, screencasts, full history retention and management. (Even enterprise feature like SAML)
Pro Simple, easy to use
An intuitive, easy to overview interface listing both online and offline users.
Pro Embeds files
Things like photos get automatically embedded in the chat thread once you upload them.
Pro Guest access
You can invite people to join conversations even if they don't have a HipChat account. HipChat will generate a link to share and the guest will only need to enter their name to join the conversation.
Pro Desktop client
HipChat has an optional desktop client powered by Adobe AIR.
Pro Good audio and video support
HipChat audio and video works on mobile platforms and web browsers.

Pro "Rooms" for persistent group chat
Participate and keep tabs on ongoing discussions on particular topics or amongst certain groups of people.
Pro Self-Hosting available
If you are worried about third-parties getting access to your data you should consider self-hosting. With self-hosting you are in control over where your data is stored, who has access to it. You will also not be vulnerable to exploits of a third-party provider.
Pro Plentiful GIFs and custom Emoticons
Pro Syntax coloring
Pasted code can be colored based on syntax.
Pro Will be updated to have more functions in the future
A big company with experience will bring in more options like Google Apps One Time Login.
Pro Reliability has been great
Pro Powerful command system
E.g. part, away, all, here etc.
Cons
Con Too little free space
There is just too little of free space available comparing to the competition.

Con Not secure
They don't apply end-to-end encryption, files are visible to admins, governments, etc..
Con No privacy
Extensive collecting and distribution of user data to commercial third parties.
Con Consumes a lot of CPU resources when syncing many files
Con All-or-nothing (non-selective) upload
Uploading generated contents (cache, compiled code, etc.) is prone to conflicts, wastes bandwidth and free space.
Con Low bandwidth
Con Dropbox keeps deleting features, chasing customers away
For instance, all photo albums got deleted. It used to be very easy to share a couple og photos, now it's PAINFUL and must be done file by file.
Con Nocive development model
Takes a lot of decisions that usually damage community, from deleting features to making impossible to use with other filesystems than ext4 because they decided without a plausible reason (they said it was about xattrs, but all modern linux filesystems supports xattrs, so it's bs.)(they remove this later, but it's too late).
Con Problems when synching between Linux and Windows devices (unconfirmed)
This summer I lost thousands of files due to this problem on older projects which subsequently needed revising and had to be rebuilt as tons of the source was gone.
Con Restricted only to 3 devices for FREE accounts
Recently dropbox decreased the number of linked devices to 3, so you can't have more than 3 linked devices. This is problematic if you use Dropbox to sync between your computers.
Con Can unintentionally delete your files if you reinstall your OS without closing Dropbox
If you reinstall the operation system for your PC and you do not close Dropbox, it will delete all files.
Con Will be discontinued Feb 2019
Slack acquired Stride / Hip Chat. Both Stride and Hip Chat will cease to exist. Sad since they were quite usable.
Con Prioprietary (non-free/libre)
Con Reliability of service has been weak
The reliability of the hosted HipChat service, particularly in the early days of version 4.x, has not been a strong suit.

Con Free plan has limited storage
Free plan comes with 5GB of storage, where as paid plan has "Unlimited".
Con Only one-on-one video calls in free version
There is no option for multi-user conference calls.

Con No emoji
There's no emoji support. Instead there are some strange custom emoticons which only make sense for people steeped in internet subculture and never get updated.
Con API calls are limited even on paid plan to 500 calls in 5min by default
This will force you to contact them when you need more calls.
Con Non-synced notifications
Messages read on one client don't sync their status to another client.
