When comparing Skype vs Wickr, the Slant community recommends Wickr for most people. In the question“What are the best messaging apps for Android?” Wickr is ranked 19th while Skype is ranked 33rd. The most important reason people chose Wickr is:
Unlike most, you can use your phone but you don't have to. You can register without giving anything and add contacts either via e-mail (only) or phone number.
Specs
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Pros
Pro Easily connect with others due to how popular the service is
There's a good chance that whoever you're trying to reach has Skype already set up and familiar with it, avoiding the hassle of installing and getting to know new software.
Pro Screen sharing
You can show your whole desktop, a select part of the screen or a specific window over Skype.
Pro Cross-platform
There's software for Windows, Mac & Linux and apps are available on iPhone, Android, and Windows Phone.
Pro Group video for free
You can hold video calls with up to 10 people.
Pro Available on Linux
A stripped down, minimalist version of Skype is available for Linux.
Pro File sharing
Skype allows you to send any files (MP3s, images, text, etc.) by simply dragging and dropping then in the chat window making it simple to share things with colleagues.
Pro Cheap fixed phone number
Starting at $5/mo you can get a Skype number.
Pro Send SMS and make regular calls
With Skype Credit bought or a subscription, you can send SMS and make direct calls.
Pro Group chat with archive / records
Pro Powerful 1:1 chat and also group chat
Pro Doesn't require a phone number
Unlike most, you can use your phone but you don't have to. You can register without giving anything and add contacts either via e-mail (only) or phone number.
Pro Content shredder
Wickr has a feature that not only erases all messages, but also overwrites them with junk data.
Pro Can find other users securely
Instead of using usernames, emails or phone numbers to find other users, Wickr uses hashes derived from phone numbers or email addresses (this applies to the find friends functionality only). Hashes are the result of a one-way cryptographic function, meaning it's purposefully difficult to reconstruct original data (phone numbers and email addresses in this case) from them. For Wickr, hashes are generated on the client's side so that no personal information is ever sent to the Wickr servers. The app finds people on your contact list that also use Wickr by comparing the hashes that get generated from contacts and comparing them to the hashes that are stored on Wickr servers.
Pro Group messaging
Pro Messages have user-defined lifespan
Messages can have a lifespan between 3 seconds and 6 days. Received messages arrive locked. Once they are opened by the recipient, a timer starts counting down until the message is deleted. Of course, the recipient can still copy them or take a screenshot.
Pro By default, doesn't allow taking screenshots
Wickr disables the screenshot functionality altogether when the app is open. However, there are ways to circumvent this, as if the user has a rooted phone and has installed apps to overide this block or if a screenshot is taken via some apps that project the screen to a PC.
Pro Includes a basic photo editor
The editor allows cropping images, drawing and writing text on them as well as add decorations.
Cons
Con Plagued by bugs on all platforms
Crashes and other bugs are prevalent on Android, Windows and other platforms.
Con Subpar video quality with more than 5 users
Skype has significant problems with multiple users and video quality. Skype recommends that a max of 5 users group chat as video quality is severely affected. Even webcams tested with other chat services showed lower quality when used with Skype.
Con Not a feasible alternative as a professional team chat
Missing key feature such as centralized mgmt, centralized billing, data retention policies, ...
Con Poor quality when screensharing
It is not possible to manually set resolution or bitrate, and Skype often defaults to a resolution so low that text is unreadable. It is also not possible to transfer control over mouse and keyboard.
Con Slow filesharing speed
Con Owned by Microsoft
Con Obnoxiously large ads
Ads take up over 25% of the usable space.
Con Poor Linux support
The version available for linux users is quite outdated, and does not support some of the newer functionality, such as the free group video calling and screen sharing.
Con Requires both ends to be online (if neither end is using a cloud-enabled device)
Messages are sent and received only when both ends are online, if neither end is using a cloud-enabled device. In this case, if you are online 9-17 and your recipient is online 18-3, messages will never be delivered.
Con MIcrosoft (Skype's owner) actively assists eavesdroppers
On the other hand, if you lose your copy of one of your conversations, you may be able to get a copy of it from your government with a little bit of luck and a public records request.
Con Partially Open source
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Con Small user base
Wickr claims that one million users have downloaded the app with no information on how many active users they have. But even if every person that has downloaded the app is an active user, the userbase is really small compared to apps like WhatsApp that boast about hundreds of millions of active users.