When comparing Slack vs Skype, the Slant community recommends Slack for most people. In the question“What are the best messaging apps for Android?” Slack is ranked 30th while Skype is ranked 33rd. The most important reason people chose Slack is:
You can upload a file to any channel over HTTPS simply by dragging and dropping.
Specs
Ranked in these QuestionsQuestion Ranking
Pros
Pro Drag & drop files in channels
You can upload a file to any channel over HTTPS simply by dragging and dropping.
Pro Fantastic search functionality
You can deep search messages, files and snippets. Given Slacks integration into many external services, Slack is good enough to act as the central search interface for your entire team.
Pro @mentions
You can ping people to get their attention even if they are not online by @mentioning them. Slack supports desktop notifications.
Pro Very polished user experience
The entire Slack interface is polished and intuitive to use. There are very few bugs or inconsistencies in the UI and it's very fast to use. There is nothing in particular that is new with Slacks implementation of team chat, but the execution of the groups (called channels), search, external service integration and notifications is close to perfect.
Pro Apps for iOS, Android, Windows Phone, Mac OS, Linux, and Windows
Slack has apps for iOS, Android, Windows Phone, Mac OS, Linux, and Windows to give you the full functionality of Slack with some extra features not found on the website on most major platforms.
Pro Supports multiple teams
You can be signed into multiple teams simultaneously and quickly switch between them.
Pro Freemium plan
Free forever, only restriction on searchable message archives, up to 10k of your team’s most recent messages and 10 apps or service integration. Great for trying out first.
Pro Robust integration with a huge number of tools
Slack integrates with tools like Trello, GitHub, Dropbox, Mailchimp, and dozens of others, so you can have a centralized event feed of your project right alongside your chat. This is tremendously useful for keeping context with your discussions.
Pro Emoji reactions to limit excessive posts and notifications
Pro Multiple channels for different groups
Pro Syntax coloring
Pasted code can be colored based on syntax.
Pro Edit messages easily
It allows you to change what you sent by hovering to the message and selecting "Edit message" under the ellipsis (...).
Pro GIFS
easily embed gifs with /giphy
slash command.
Pro IRC connectivity over SSL
Pro Flexible, granular notification settings
Notifications are handled separately for mobile and the web app. You can receive notifications for all messages, just direct messages, or based on filters, and you can have different settings for different channels: you don't have to get notified every time someone pushed to GitHub or every time someone posts to off-topic chat, unless you want to.
Pro Inline link previews (photos, mockups, etc.)
When a link is added, some content in the link is shown such as image - like how Facebook does it when you share a link.
Pro Slackbot extensible chat robot
The "Slackbot" can is an extensible robot that can be set you remind you about tasks, auto respond to certain phrases and a variety of other functionality.
Pro Dev team is invested, responsive, and friendly
Having submitted both feedback and support requests for bot development, I can personally attest that the team takes feedback seriously, and responds quickly to communication. This is vital for any closed-source or hosted project.
Pro Shows local time of each participant
You can click on the profile of a user to see their local time. An especially useful feature when members of your team are working in different timezones.
Pro Self chatting
Creative implementation which is very good for personal journaling or drafting/collecting ideas. Previously, to do this, users needed to create a private channel with themselves. Note that some other team-chat apps may disallow creating group/channel with no 2nd person(s).
Pro Can Create Diagrams with Creately
You can just create flowcharts, org chart, mind maps, UML charts, infographics and many more by typing /creately new <document name>
Pro It can surprise you
There's a checkbox in preferences under advanced options that may surprise you.
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
Cons
Con "Native" desktop apps are web apps
While it's great that Slack provides installable apps for Windows, macOS, and Linux, they're just the Slack web app wrapped in Electron shell. This means they don't offer the same level of native UX that a truly native toolkit app would.
Con Expensive when you need to upgrade
At $6.67 per user / month (or $8 if billed monthly) , Slack is significantly more expensive than the competition if you need features such as unlimited integrations (more than 10) or unlimited message storage (more than 10,000). However, the free version of Slack includes unlimited users.
However if you need only unlimited messages you can use storage services like https://slarck.com to upload then browse and search your entire message history, while staying in Slack's free plan. So with a combo of Slack+Slarck this con is not that major.
Con No 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.
Con Hidden max limit of free users per channel
Slack says that their free accounts support an unlimited number of users, which is true. However they don't mention that there is an undisclosed maximum number of users per channel (8462). For a large open source community, this is something to keep in mind.
Con Proprietary (non-free/libre)
Con Linux client is very RAM intensive
Con Slow and lags sometimes
Con No E2E encryption
Data is sent of SSL only, not E2E encrypted.
Con API doesn't allow custom widgets in chat
Con API is overall very poor
Can't do much with integrations.
Con Awful performance and constant glitches, since it is Chromium-based
You will experience a lot of hangs and glitches and it eats immense (for as basic as UI is) amount of RAM.
Con Replies are the worst feature implementation of all time
Con No dark theme
Con Cannot share screen through the browser client
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.