Skype for Business end of life — what happens next?

Mio
Dispatch by Mio
Published in
6 min readMar 5, 2019
Skype for Business crossroads to Microsoft Teams

According to Microsoft, we have now reached Skype for Business Online end of life date: July 31, 2021.

This means Skype for Business Online will no longer be officially supported by Microsoft. As such, any Microsoft partners providing Skype for Business Online solutions and add-ons will also be unsupported.

But, that’s not to say every instance of Skype for Business Online has been shut off. Several Microsoft partners and customers have reported extended support dates in their Skype for Business admins portals. There is also the option to extend the support date if you’re yet to migrate away.

Skype for Business retirement options

We’ve recently covered the Skype to Teams auto-upgrade topic.

Some small businesses have been upgraded. Mostly, businesses with no usage tend to have been upgraded. A safe move for Microsoft to test whether their auto-upgrade facility works.

IT admins should look out for an email from ” Plan For Change” as this appears to be the only notice given.

Image showing Skype for Business upgrading to Microsoft Teams
Skype for Business to Microsoft Teams auto-upgrades

The Microsoft Teams FAQ pages cover why Skype to Teams is happening but doesn’t commit to the when.

Microsoft Teams FAQ information about Microsoft Teams upgrade
Microsoft Teams FAQs

For larger organizations, Microsoft hasn’t released any details surrounding auto-upgrades but has provided some guidance on how to manually upgrade Skype for Business to Microsoft Teams.

‘Your organization’s journey from Skype for Business to Teams can be defined by you. To assist in your planning and execution, you can choose from two core upgrade paths, Upgrade Basic and Upgrade Pro.’

Teams isn’t a straight replacement for Skype

Kevin Kieller, Co-Founder of enable UC, articulated in a No Jitter post that Microsoft Teams isn’t a straight replacement for Skype for Business.

“Think of Microsoft Teams as two distinct tools rolled into one, and then you’ll know how to approach it vis-à-vis Skype for Business.”

Jonas Lindstrom, a new contributor to the Microsoft community, pointed out some key areas that he cannot use in Microsoft Teams yet.

User asking about replacing Slack with Teams on Microsoft forum
Microsoft community forum post

If there are certain features that you depend on, you should check the Office 365 roadmap publicly available here.

Once you click the link, use the filters to expand the Office 365 box then select Microsoft Teams.

What to do if you have Slack and Skype for Business?

The resources above should help if your migration from Skype for Business to Microsoft Teams is straight forward. If you only use Skype now, there are plenty of tools and information to support you.

The likelihood of only using Skype for chat and messaging is slim.

Even if unsanctioned, there is likely a small group — or a huge group — of Slack users collaborating in your business. We commonly refer to this extension of shadow IT as shadow messaging.

Image showing the threat of shadow messaging
Shadow messaging is an extension of shadow IT

When instances of Slack exist, the upgrade from Skype to Teams is the perfect opportunity to review how your teams collaborate. Frequent users of Slack will be used to the team-based chat platforms more so than your Skype only users.

This doesn’t instantly mean they will want to adopt Microsoft Teams, however. Slack is famed for its favorable UI and it’s likely users will petition the need for Teams when Slack is already in use.

Image showing a road to combine Slack and Microsoft Teams
Upgrading from Skype for Business to Microsoft Teams but also have Slack users

There are a few options on how to deal with this conundrum:

Option 1:

Block Slack and force all users to use Microsoft Teams. Use the guidance provided by Microsoft — or the auto-upgrade facility when your time comes.

Option 2:

  1. Survey users to see who already use Slack
  2. Cross-reference those users against the number of Skype for Business licenses
  3. Sanction Slack within your business to those users that already have it or want it
  4. Roll out Microsoft Teams to each user that doesn’t have Slack as the ready-made replacement to Skype for Business
  5. Allow your teams to choose their platform of choice and work disparately, resorting to emailing when you need to chat across platform

Option 3:

  1. Survey users to see who already uses Slack
  2. Cross-reference those users against the number of Skype for Business licenses
  3. Sanction Slack within your business to those users that already have it or want it
  4. Roll out Microsoft Teams to each user that doesn’t have Slack as the ready-made replacement to Skype for Business
  5. Connect Microsoft Teams and Slack with an interoperability tool that lets you message, file share, thread, edit and delete messages across platform

You may also like: Ultimate Guide to External Federation in Teams

What about Cisco endpoints following Skype for Business retirement?

Take a look around your desks, meeting rooms and flexible working areas.

If you have Cisco endpoints like VoIP handsets, conference phones or a Cisco Webex Teams board, you may also have instances of Cisco Webex Teams in your business.

Naturally, when deploying these devices, you’d look for the best-integrated collaboration apps to get the most out of your investment.

So, similar to the Slack scenario where users may be resistant to moving to Microsoft Teams, you may find yourself with a group of Webex Teams fans.

Image showing switching or syncing Cisco Webex and Microsoft Teams
Migrating to Microsoft Teams but also have Cisco Webex Teams users

There are a number of ways to integrate parts of Cisco Webex Teams into your new Microsoft Teams app.

You can definitely do more than you could with Skype for Business.

However, for total interoperability between the two platforms, there is only one solution.

To find out more about the Mio interoperability tool, check out this video of Cisco Webex Teams and Microsoft Teams in action.

If you must keep Cisco Webex Teams to get the most out of your Cisco endpoints, it doesn’t mean you have to scrap your Skype to Microsoft Teams upgrade.

Recap of useful links

Microsoft community forum discussion on Skype for Business end of life

Skype for Business auto-upgrades and how to spot them

Skype to Teams FAQs

Teams isn’t the next version of Skype for Business

Office 365 roadmap

Enterprise Connect review

What to do about shadow messaging

How to block Slack

Interoperabililty between Slack and Microsoft Teams

Interoperability between Cisco Webex Teams and Microsoft Teams

Thanks for reading! Be sure to leave a comment, and follow us on LinkedIn & Twitter to join in the messaging conversation.

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Dispatch by Mio

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