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Skype for Business – Death Exaggerated, but on Life SupportSkype for Business – Death Exaggerated, but on Life Support

Despite Microsoft's plan to pull the plug on Skype, many enterprises and consumers are still using it.

Kevin Kieller

October 27, 2019

5 Min Read
Pulse line

Microsoft announced that it’s retiring Skype for Business Online on July 31, 2021, a little under two years from now, as I covered in my “RIP: Skype for Business” article, yet the on-premises version, Skype for Business Server, will continue on. However, I would argue that Skype for Business Server is now suffering from a potentially fatal wound.

 

When I started this article, I desperately hoped to incorporate the famous quote attributed to Mark Twain, “The reports of my death are greatly exaggerated”; however, researching the origin of the quote, it turns out that Twain simply wrote:

 

“I can understand perfectly how the report of my illness got about, I have even heard on good authority that I was dead. James Ross Clemens, a cousin of mine, was seriously ill two or three weeks ago in London, but is well now. The report of my illness grew out of his illness.”

 

Details matter. And so too with the retirement of Skype for Business Online.

 

In theory, as highlighted by Microsoft, Skype for Business Server isn’t affected by the retirement of Skype for Business Online. In theory!

 

In reality, retiring Skype for Business Online impacts Skype for Business Server in two critical ways:

 

1. Emotionally: It feels like Skype is dead.

 

Consumer Skype

Skype isn’t dead. As a consumer brand Skype, acquired by Microsoft in 2011 for $8.5 billion, is alive and well:

 

Skype for Business

Skype for Business Server, the business-focused solution, continues to provide voice and meeting services for many medium and large organizations. Moving from a traditional PBX to Skype for Business Server for voice and conferencing often saved organizations millions or tens of millions of dollars, at least for the ones I helped migrate. Skype for Business continues to deliver excellent voice and conference quality and reliability for over 10 million active users and likely more than 100 million licensed enterprise seats. (While Microsoft recently announced Teams has 13 million daily active users, a vast majority of these users aren’t using Teams voice services, yet.)

 

So, Skype for Business is still providing voice and meeting services for many organizations, and yet almost all the news and marketing coming from Microsoft focuses on Teams.

 

Microsoft Ignite

Microsoft Ignite is an annual conference for developers and IT professionals at which Microsoft communicates its future direction and works to convince attendees to move in the same direction. Ignite session topics provide good insight into future focus areas for Microsoft.

 

Searching the Ignite session catalog, I found that…

  • 254 session descriptions include a mention of “Teams,” such as:

    • “Meetings made simple with Microsoft Teams”

    • “Microsoft Teams Rooms deployment for an inclusive and enhanced meeting room”

    • “Intelligent communications in Microsoft Teams”

    • “Streamline business processes with the Microsoft Teams development platform”

  • Only 16 sessions include a mention of “Skype,” and over half of these are sessions focused on helping you move from Skype for Business to Teams. These include:

    • “Upgrade from Skype to Teams,” slotted at five different times

    • “Designing your Path from Skype for Business to Teams”

 

The message couldn’t be clearer: Teams makes things simpler, inclusive, enhanced, intelligent, and streamlined. Skype for Business is something to be moved away from.

 

While digital technology is based on binary decisions and logic, the truth is that most enterprise technology strategies are driven, at least initially, by opinion and emotion. Few organizations have the resources to evaluate every viable option, and so, “feeling” Skype for Business is dead stands a good chance of becoming a self-fulfilling prophecy.

 

2. Technically Skype for Business is being left behind

Beyond opinion and emotions, several quantitative factors are making Teams a stronger long-term platform when compared to Skype for Business.

 

Investment

Microsoft investments are fully focused on Teams (at the expense of Skype for Business). Microsoft as early as 2017 stated that 95% of its engineering effort is focused on Teams, along with 100% of its sales efforts.

 

Teams Capabilities Match and Exceed Skype for Business

As early as July 2018, senior Microsoft representatives declared that Teams had complete feature parity with Skype for Business. This stretched the truth and was comparing Teams features with those of Skype for Business Online, as opposed to Skype for Business Server. Now over a year later, it’s reasonable to suggest that Teams can provide calling and meeting features comparable to those of Skype for Business Server. Beyond parity, Teams delivers features that exceed those of Skype for Business and Microsoft has no announced plans to ever add any of these new features to Skype for Business:

  • 2 x 2 video display

  • Background video blur (and customized backgrounds)

  • Content capture (transforming an ordinary whiteboard into a digital marvel)

  • Live captions (with real-time translation in the future)

  • Cloud-based meeting recording and meeting transcriptions

  • Notification when someone joins an upcoming meeting

  • A greatly improved mobile client that better maintains chats between desktop and mobile and can do more, such as sharing screen during a meeting

 

Skype for Business Server 2019 Brings Almost Zero New Features

While Microsoft did release a 2019 version of Skype for Business, the update provides no end-user focused features. The list of what’s new doesn’t include any on-premises features. The list of what’s deprecated is much longer.

 

Stepping-Stone to the Cloud Eliminated

Many larger organizations that had success with Skype for Business were beginning to look at the opportunity to home some users in the cloud using Skype for Business Online. While the capabilities of Skype for Business Online never matched those of the on-premises version, this type of hybrid arrangement provided a low-risk way to test the capabilities of cloud-based communications ahead of moving to Teams.

 

Skype for Business Online thus was a step toward Teams. With the elimination of Skype for Business Online, the hop, skip, and a jump becomes a very long leap.

 

Skype for Business’s death may have been exaggerated, but only slightly. Both emotionally and technically, Skype for Business is dying. Even if Skype for Business is providing excellent benefits to your organization, it can only be kept on life support for so long; you need to start saying your goodbyes and planning your transition to Teams now.

About the Author

Kevin Kieller

Kevin Kieller is a globally recognized Unified Communications, Collaboration and technology analyst, strategist, and implementation leader. He is part analyst and part consultant, which ensures he understands both the "big picture" and the real-world realities.

Kevin and the team he created helps organizations select and successfully implement leading collaboration, communication and cloud technologies, focusing on delivering positive business outcomes. He helps vendors generate awareness and demand, position their products, often leveraging his unique understanding of the Microsoft ecosystem.

Kevin leads the elite BC Strategies Expert group and is part of the No Jitter technical analyst team where he covers Microsoft Teams, Copilot, UC, Collaboration, and AI for productivity. He presents regularly at Enterprise Connect and keynotes many other events focused on technology effectiveness.

He has led the development of many technology strategies for medium and large organizations, served as Bell Canada's lead UC strategist, developed new practice offerings for Softchoice, and advised hardware and software companies interested in expanding within, or competing against, the Microsoft ecosystem.

Kevin is comfortable interfacing at both the most senior (CxO) levels and getting "his hands dirty" helping technical teams.

Kevin has conceived, designed and overseen the development of software products and cloud-based services in the business, educational and recreational areas which have been used by millions of people in over 17 countries worldwide. A long time ago he created an award-winning game for the Commodore 64 and ever since has been committed to delivering business value through technology.