Stages of the upgrade journey, with emphasis on the Deployment and Implementation stage

This article is part of Deployment and Implementation stage of your upgrade journey. Before proceeding, confirm that you’ve completed the following activities:

Choose your upgrade journey from Skype for Business to Teams

As an existing Skype for Business customer, your complete transition to Teams might take some time. However, you can begin realizing the value of Teams today, by enabling your users to use Teams alongside Skype for Business. Given that there’s some overlapping functionality between the two apps, we recommend that you review the available coexistence and upgrade modes to help determine which path is right for your organization. For example, you might opt to enable all workloads on both solutions without interoperability. Or, you might decide to manage the user experience, either by gradually introducing Teams capabilities or by targeting groups of users for select capabilities, until your organization is ready to upgrade everyone to Teams. Use the outcome of your pilot to help assess the right upgrade journey for your organization.

Important

This article outlines the various modes that enable you to manage which modalities in Skype for Business and Teams are available to your users. As with any deployment, we strongly encourage you to pilot your intended plan with a selected group of users before upgrading your organization to Teams. Remember, introducing new technology can be disruptive for users. Take time to assess user readiness and implement a communication and training plan prior to implementing any of the modes outlined herein.

Upgrade journey building blocks

To formally prepare your organization for its journey to Teams, you need to start planning for the upgrade scenarios that will eventually let your organization fully embrace Teams as your sole communications and collaboration solution.

To help guide your decision-making process, familiarize yourself with the various modes, concepts, and terminology relevant to upgrading from Skype for Business to Teams. For more information, see Microsoft Teams and Skype for Business coexistence and interoperability

When some of your users are ready to use only Teams for their day-to-day communications and collaboration needs, you can start upgrading these users to Teams by enabling Teams only mode for them.

If it’s not feasible for your whole organization to move to Teams, you can start by piloting Teams alongside Skype for Business in Islands coexistence mode. When the additional coexistence modes, such as Skype for Business with Teams collaboration and Skype for Business with Teams collaboration and meetings, are available, you can also start by fully adopting Teams as a group collaboration solution first while keeping Skype for Business as your organization’s unified communications solution. Another option is to start moving meetings to Teams in addition to introducing Teams group collaboration capabilities, while keeping the rest of the unified communications capabilities in Skype for Business.

A screenshot of upgrade building blocks from Skype for Business to Teams, consisting of Skype for Business with Teams collaboration–only mode, Skype for Business with Teams collaboration and meetings mode, Islands mode, Teams-only mode and Skype for Business–only mode.

The following table compares coexistence and upgrade modes.

Mode Situation Short-term goals Advantages Caveats
Islands Smaller or simpler Skype for Business deployment

Ability and willingness to manage some short-term complexity to move to Teams more quickly
Go to the full Teams experience as quickly as possible

Conduct a proof of concept (PoC) of Teams
Simple to operate, no interoperability

Best Teams experience up-front for all capabilities
Requires good user communication to avoid confusion and to drive usage toward Teams

Exit strategy requires users to have fully adopted Teams by the time Skype for Business is decommissioned
Skype for Business with Teams collaboration only Skype for Business deployment with requirements that aren’t yet met by Teams (for example, advanced compliance)

Long-term need for and/or commitment to Skype for Business
Start Teams adoption quickly, focusing on group collaboration first

Want to keep all unified communications workloads on Skype for Business for now
No overlapping capabilities between Teams and Skype for Business

Instant messaging and chat will reside in Skype for Business (tied to calling)

Skype for Business with Teams collaboration and meetings Skype for Business deployment with significant use of enterprise voice and requirements that aren’t yet met by Teams calling

Long-term need for and/or commitment to Skype for Business

Might be using a third-party meeting service
Start Teams adoption quickly, going beyond group collaboration

Improve your users’ meetings experience
No overlapping capabilities

High-value meetings on Teams (WebRTC, cloud meeting recordings, and so on)
Instant messaging and chat will reside in Skype for Business (tied to calling)
Teams only Some users need to stay on Skype for Business

You’re upgrading your Skype for Business Online users to Teams while keeping Skype for Business on-premises users on Skype for Business Server

You might have already deployed users in islands mode and are ready to retire Skype for Business for groups of users
Reduce variable costs on Skype for Business (on-premises server operations, outsourcing contract, and so on)

Go to the full Teams experience as quickly as possible, for at least some users
Limits user confusion by providing only one client to work with Interoperability only supports basic chat and calling between Skype for Business and Teams, and interop escalation scenarios for desktop sharing and multi-party chat and calling
Skype for Business only Some users need to stay on Skype for Business

Limits user confusion by providing only one client to work with Continue to meet business requirements that currently can only be met by Skype for Business Interoperability only supports basic chat and calling between Skype for Business and Teams, and interop escalation scenarios for desktop sharing and multi-party chat and calling

Upgrade journeys

You can take multiple approaches to upgrading from Skype for Business, either online or on-premises, to Teams:

  • In a direct upgrade journey, you first deploy Teams alongside Skype for Business in Islands mode as part of evaluation and early adoption, and then upgrade your users to Teams only mode with the goal of quickly retiring Skype for Business from the environment for all users in the organization.
  • A gradual upgrade journey delivers a specific coexistence and upgrade mode to a specific group of users (also called a cohort), depending on their communications and collaboration requirements. Over time, the entire organization can converge into using Teams only and eventually replace Skype for Business. However, if your organization has compelling business reasons to keep Skype for Business—such as a dependency on a Unified Communications Managed API (UCMA)–based solution that integrates with line-of-business applications, or an ethical wall solution currently available for Skype for Business only—you can upgrade a majority of users to Teams only mode while retaining Skype for Business users in one of the coexistence modes for a portion of your user population.

Important

For both types of upgrade journey, if your organization is currently a Skype for Business on-premises deployment only, you need to start planning to implement Skype for Business hybrid before upgrading your users to Teams only mode. This will also help facilitate interoperability with Teams. Use MyAdvisor to guide your Skype for Business hybrid implementation.

Note

Teams only mode requires that the users who are part of cohorts be homed in Skype for Business Online, and a hybrid relationship between your Skype for Business on-premises deployment and your Skype for Business Online tenant is required to facilitate the interoperability between Skype for Business and Teams. The move to Skype for Business Online must be completed for users who are part of the cohorts before they’re upgraded to Teams only mode. Skype for Business Server 2019, and also a future cumulative update for Skype for Business Server 2015, plan to simplify the mechanics of upgrading on-premises users to Teams by managing the migration to Skype for Business Online and upgrading the users to Teams only mode in one step.

Direct upgrade journey

The direct upgrade journey is illustrated in the following diagram.

A screenshot of the direct upgrade journey. All users initially use Teams in Islands mode, then transition to Teams-only mode, with the end state of the entire organization upgraded to Teams.

Teams is deployed to all users in the organization and configured in Islands mode. When your organization determines that Teams is ready to fulfill all of your communications and collaboration needs, all users are upgraded to Teams only mode. At that point, Skype for Business can be retired from the environment.

Gradual upgrade journey

An example of a gradual upgrade journey is illustrated in the following diagram.

In the gradual upgrade journey, cohorts of users initially use Teams in Islands mode for evaluation and then in a variety of upgrade modes for early adoption, side by side with Skype for Business. Some cohorts transition to Teams-only mode, while one group of users stays with Skype for Business with Teams collaboration and meetings mode.

Teams is deployed in the organization in Islands mode for evalution and then move to different coexistence and upgrade modes for different groups of users. For example, a group of users can be enabled for Islands mode, another enabled for Skype for Business with Teams collaboration and meetings mode, while a third group of users might initially be enabled for Skype for Business with Teams collaboration only mode.

Over time, groups of users can be upgraded to Teams only mode, followed by the rest of the organization. Eventually, the entire organization will be ready to retire Skype for Business and use only Teams for communications and collaboration, or—if business requirements dictate that Skype for Business be retained for a specific group—the majority of users in the organization can use Teams only.


Decision point
    Which upgrade journey is suitable to your organization's business requirements?


Next step
    Identifying your current deployment model, use case scenarios, and key considerations for your organization will inform the journey to Teams that’s best suited to your organization.

Upgrade scenarios

Based on the upgrade journeys described earlier in this article, the following prescriptive guidance is provided for specific Skype for Business deployment models that might map to your current deployment model.

Deployment model Starting point Considerations Journey
Skype for Business Online–only with Calling Plans Office 365 tenant with Azure AD Connect, SharePoint Online, Exchange Online, and Skype for Business Online

Phone System with Calling Plans implemented using Skype for Business Online for all users
All users leverage certified headsets

Meetings require internal and anonymous external VoIP participants

Messaging includes internal and external contacts
Messaging roadmap: Federation feature targeted for release Q2 of 2018

Meetings roadmap: Features you want are already available

Calling roadmap: Features you want are already available

Building blocks:
  • Skype for Business with Teams collaboration only mode
  • Teams only mode
Skype for Business Online with Cloud Connector Edition (CCE) Office 365 tenant with Azure AD Connect, SharePoint Online, Exchange Online, and Skype for Business Online

Phone System with hybrid voice via CCE implemented by using Skype for Business Online at multiple office locations

1,000 users are using messaging and voice workloads only
80% of the user population leverages Phone System with hybrid voice via CCE

All messaging is contained within the company

Meetings aren’t currently being used, but there’s interest in enabling Audio Conferencing in the future
Messaging roadmap: Features you want are available

Meetings roadmap: Future requirements can be met

Calling roadmap: Direct routing to Teams feature targeted for release Q2 of 2018

Building blocks:
  • Skype for Business with Teams collaboration and meetings mode
  • Teams only mode
Skype for Business Hybrid Office 365 tenant with Azure AD Connect, SharePoint Online, Exchange Online, and Skype for Business Online

Skype for Business Server 2015 deployed and hybrid is configured with Skype for Business Online
A number of users require the ability to record meetings

There are 10 conference rooms, currently leveraging Skype Room Systems v2

The organization wants to take advantage of Teams as a collaboration tool as quickly as possible
Messaging roadmap: Features you want are available

Meetings roadmap: Cloud meeting recording, meeting room devices feature targeted for release Q2 of 2018

Calling roadmap: Features you want are available

Building blocks:
  • Skype for Business with Teams collaboration only mode
  • Skype for Business with Teams collaboration and meetings mode
  • Islands mode
  • Teams only mode
Skype for Business Server (on-premises) Office 365 tenant with Azure AD Connect and Exchange Online

SharePoint and Skype for Business are deployed on-premises
Full enterprise voice feature set (Skype for Business Server 2015) currently in use

Contact center deployed

Meetings are conducted with internal and external federated users, using both VoIP and dial-in conferencing

Messaging with internal and external users
Deploy SharePoint Online

Configure Skype for Business hybrid (split domain)

Messaging roadmap: Federation feature targeted for release Q2 of 2018

Meetings roadmap: Federated meeting-join, PSTN lobby feature targeted for release Q2 of 2018

Calling roadmap: Feature targeted for release Q4 of 2018 and onward

Building blocks:
  • Islands mode (pilot)
  • Skype for Business with Teams collaboration only mode
  • Skype for Business with Teams collaboration and meetings mode
  • Teams only mode and Skype for Business only mode

Investigate upgrade to Skype for Business Server 2019

Decision point
    Which upgrade scenario is applicable to your organization?


Next steps
    Decide the timeline of your organization's upgrade journey based on messaging, meetings, and calling business requirements.

    Decide the required additional work to complete your upgrade journey.

After you’ve chosen the best upgrade journey for your organization, perform your upgrade to Teams.