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Moving to Teams: Upgrade Paths, UntangledMoving to Teams: Upgrade Paths, Untangled

Everything you wanted to know about Teams upgrade modes but were afraid to ask

8 Min Read
Trail pointers

The journey to Microsoft Teams will most certainly be different for every organization.

 

As discussed in the recent Taming Teams articles, using Teams effectively takes an understanding of how to do things like configuring teams and channels and using messaging effectively. But many large organizations have Skype for Business and introducing Teams into this environment can cause user confusion. Teams isn’t the next version of Skype for Business; however, in addition to new capabilities, Teams does provide functionality that both extends and overlaps with what Skype for Business provides. This article focuses on how organizations running Skype for Business can introduce Teams, have Teams co-exist with Skype for Business, and ultimately complete the transition to using Teams only.

 

Co-existing with Teams

Microsoft has provided several “co-existence” or “upgrade” modes to help transition to Teams. You can envision a hiking trail with multiple starting points and various waypoints but with all paths ultimately leading to one destination. Typically, larger organizations that utilize all Skype for Business workloads (IM/presence/voice/conferencing) will need to start at the beginning of the trail and stop at all the waypoints. Meanwhile, smaller or nimbler organizations may be able to skip waypoints during their journeys.

 

MovingtoTeams-1.png

 

 

Regardless of where you start, any of the upgrade modes mandate several prerequisites:

 

  • A working Office 365 tenant with the appropriate licenses to run Teams

  • Hybrid Connectivity established with Office 365, if you’re running Skype for Business on premises

  • Skype for Business Server 2019 or Skype for Business Server 2015 with CU8

Islands Mode

Unfortunately, this isn’t a permanent tropical vacation where you get to sip cold umbrella drinks. Rather, “Islands mode” is the default setting for organizations when enabling Teams. This mode allows you to experience all the Teams features and functionality and is best suited for proof-of-concept (PoC) testing.

 

Unfortunately, Islands mode is like a vacation and, despite wanting to live out the rest of your life in a tropical paradise, like all good vacations must come to an end. It’s not intended as a long-term state for organizations. The reason is that while in Islands mode the end user is expected to be running the Skype for Business and Team clients side by side. As the name says, Teams is on an island in this mode; Teams and Skype for Business clients don’t really know of each other’s existence. Users are able to create content in Teams channels, have meetings, and chat one to one while using the Teams client, but there’s no co-existence with Skype for Business users while in this mode. For example, presence states are not synchronized between the two clients. While this might be OK for some smaller organizations, it may be problematic for larger ones.

 

Caveats:

  • Presence isn’t synchronized between Skype for Business and Teams. If you have a “Busy” status reflected in Teams, users reaching out to you in Skype for Business won’t see that status but rather your Skype for Business presence.

  • One-to-one chat messages sent between users in Islands mode are delivered based on the sending client. This means if Dino is trying to reach Kevin using the Skype for Business client, and Kevin is running Teams but not Skype for Business, he’ll receive a missed IM notification.

Why this mode?

As noted above, you can use Islands mode to conduct a Teams PoC and try out all of its features. Organizations should try to minimize the time spent in this mode and move users into one of the co-existence modes to minimize the impact on overall user experience.

 

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Getting into Co-Existence!

Perhaps you’ve tested out Teams in a pilot capacity and are ready to begin deploying it to production users. For the best user experience, you should transition users into one of the upgrade or co-existence modes. Each of these modes provides more predictable behavior as you migrate workloads from Skype for Business to Teams. For the purposes of this article, we assume that all Skype for Business workloads are in use and that we’re working with a large company that prefers to introduce new technology in a precise and calculated way as to not overburden users with too much change at once.

 

Skype for Business Only

Any user set to “Skype for Business Only” mode will only be able to use Skype for Business as they’ve previously been doing. This may not sound like any fun at all but serves a valuable purpose in the journey to Teams. If you’ve identified a group of users that needs to remain on Skype for Business for any reason, while the rest of the organization will begin using Teams, granting these users this mode will be important. They won’t be able to use Teams in this mode. However, and importantly, they will be able to co-exist with their colleagues who are running Teams and assigned other co-existence modes. This co-existence mode ensures the Skype for Business and Teams clients are aware of each other and can properly direct IMs and calls to the correct client application for each user.

 

Why this mode?

If you have specific business functionality that requires some users to remain on Skype for Business, then this is the mode for them. Users in Skype for Business Only mode will still be able to participate in Teams meetings they’ve been invited to by internal or external users.

 

Skype for Business with Teams Collaboration

The Skype for Business with Teams Collaboration mode allows users to enjoy the benefits of the Teams collaboration experience. This enables users to access Teams and channels while still using the Skype for Business client for IM, presence, calling, and meetings. This mode involves using both the Teams and Skype for Business clients side by side to deliver communication and collaboration functionality. This mode doesn’t allow for users to schedule meetings in Teams, but it does allow them to start channel meetings on demand. (It isn’t clear that this was the correct design decision; however, user training should help avoid multiple meeting tool confusion).

 

Why this mode?

This mode is appropriate if you’re a larger organization with strict IT controls or a methodical change management process related to user experience. On the technical side, perhaps you have third-party video infrastructure or other applications integrated with Skype for Business that aren’t ready for a Teams migration.

 

Skype for Business with Teams Collaboration and Meetings

The Skype for Business with Teams Collaboration and Meetings mode -- aka meetings first -- builds on the previous mode (Skype for Business with Teams Collaboration ) and adds in the Teams Meetings experience. In this mode, a user no longer schedules Skype for Business meetings. In fact, setting a user to this mode prevents the user from scheduling a Skype for Business meeting. Instead, users will get the Teams Outlook add-in. Meetings scheduled prior to the transition are automatically moved over to Teams via the Meeting Migration Service.

 

What about Skype for Business Meetings?

Users in this mode can still attend Skype for Business meetings scheduled by colleagues in either Islands or Skype for Business with Teams Collaboration modes. The users will be able to join these meetings using the Skype for Business client (if still installed) or from their browsers using the Skype for Business Web application.

 

Important note: Users in this mode can either be homed on premises with Skype for Business Server or Skype for Business Online.

 

Why this mode?

This mode will be appropriate for organizations that are ready to do meetings within Teams but perhaps aren’t quite ready to move their Enterprise Voice workload to Teams. These organizations typically will have remediated any dependencies with third-party video interoperability or don’t utilize video interoperability. Teams Meetings offers new functionality, such as background video blur, cloud-based meeting recordings, and automatic transcription services (speech to text for meeting audio).

 

Teams Only

The Teams Only mode, as the name suggests, means users assigned this policy will only be using the Teams client. As a result of this change, you must move users homed on Skype for Business Server (on premises) to Skype for Business Online. Even though the user won’t use the Skype for Business client, the user object in Skype for Business must reside online at this point. To reiterate this point, Teams Only means that a user’s Skype for Business object is no longer homed on your Skype for Business Server. If your user was already in Skype for Business Only, then there’s nothing further to be done when setting this mode.

At this point, the user is now doing one-to-one chat and Enterprise Voice (if applicable) in the Teams client. Interoperability for IM and calling will occur between users in Teams Only and the following modes:

 

  • Skype for Business Only

  • Skype for Business with Teams Collaboration

  • Skype for Business with Teams Collaboration and Meetings

  • Teams Only

 

Why this mode?

This mode will be appropriate once you’re ready to move users to the full Teams client experience. You should have removed any dependency on video interoperability with third-party vendors and have moved any Enterprise Voice dependency (for example, Response Groups, Auto Attendants, toll-free numbers, contact center, and other integrated software applications) from Skype for Business to Teams.

 

Conclusion

If you’re planning to move from Skype for Business to Teams, understanding all possible waypoints is critical to planning a successful journey.

 

The EnableUC team, led by Kevin and Dino, spends our time helping organizations succeed implementing communication and collaboration systems, most often within the Microsoft ecosystem. Microsoft Teams enables new opportunities but also brings with it new obstacles and pitfalls. If you have specific questions please comment below, tweet @kkieller, or message Kevin on LinkedIn.

About the Author

Kevin Kieller and Dino Caputo

Kevin Kieller

Kevin is a partner with enableUC, a company that helps measure, monitor and improve UC and collaboration usage and adoption through a unique set of products and services, including the knowledge reinforcement tool Trivia Engine.

 

Kevin is a globally recognized expert in the areas of collaboration and unified communication, a No Jitter blogger, regular speaker at Enterprise Connect, and a member of the elite UC Strategies team.

 

Because he started exploring software as an early teen, developing educational programs for the Commodore Pet and then award winning video games for the Commodore 64 (see Jack Attack), Kevin brings over thirty years of consulting and software development expertise, yet he still retains all of his hair with only a few gray strands, and his youthful outlook, kept young by his three children. He has conceived, designed and overseen the development of software products and hosted services in the business, educational and recreational areas which have been used by millions of people in a multitude of countries worldwide. He is an accomplished speaker and frequent presenter at various technical conferences and events where he prides himself on clear and direct messaging.

 

Kevin has assisted numerous medium and large enterprises to identify the most appropriate UC&C solution based on a methodical process to identify and prioritize business objectives along with end user requirements, evaluate multiple viable options, and provide clear, concise recommendations along with achievable timelines and realistic budgets. After developing a strategy, Kevin is often asked to oversee the implementation of the strategy and he has happily done this for large Cisco UC and Lync deployments. Most recently, Kevin has assisted a number of organizations to develop their UC&C practices and to define service offerings related to UC and collaboration.

 

While he "wears many hats," Kevin's head remains firmly attached to his neck and his feet are firmly planted on the ground. He is thrilled to be part of the No Jitter team and prides himself on delivering clear, concise feedback and opinions, based on real-world experience, to the No Jitter readers.

 

Dino Caputo

Dino is a seasoned IT professional assisting organizations with the planning and deployment of Microsoft Collaboration solutions. Dino has over 19 years of technical solutions consulting experience across a wide variety of business sectors. He has successfully assisted organizations migrate from legacy PBX solutions to Microsoft Skype for Business. It is Dino’s deep technical experience and solid business acumen that helps him deliver positive results to his customers.

 

Dino is a actively assisting complex customers with deploying Microsoft Teams. This includes those both greenfield and customers currently running Skype for Business with Enterprise Voice workloads deployed.

 

Some of Dino’s professional highlights include:

 

• 4-time Office Servers and Services Microsoft Most Valuable Professional (MVP)

• Successfully worked on large enterprise deployments of Microsoft Exchange Server and Microsoft Skype for Business Server including voice workloads

• 30,000 user deployment and migration from Cisco Call Manager to Skype for Business Server

• Provided Unified Communications technical coaching for a 300,000 user organization

• Customized analytics for organizations running Skype for Business Server providing actionable insights into improving end user experience

• Founding member of the Microsoft Skype and Teams Elite group which focuses on providing validation and Microsoft Product Group feedback on Skype for Business and Teams

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