Quick Guide: How to Plan an Upgrade From Skype to Microsoft Teams

Post Date: 02/17/2020
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Ready to start your Microsoft Teams journey? Register for our upcoming webinar “From Take-Off to Landing: 6 Steps to a Successful Microsoft Teams Pilot” today!

This is an Ignite the Tour session recap. You can read our other recaps below:

One of Dave Jennings’ Ignite the Tour DC sessions took a look at the strategy of migrating from Skype for Business to Microsoft Teams. The biggest goals and takeaways of the presentation were as follows:


  • Designing your path from Skype for Business to Microsoft Teams
  • Discover how Teams can accentuate teamwork and organizational success
  • Gain insights into key considerations and best practices to drive a positive upgrade experience
  • Understand the guidance and resources available to help navigate your upgrade journey
  • Share real-world customer examples of their upgrade and Teams experience


  • Microsoft Teams can benefit your business IT and end users
  • Hundreds of organizations have already successfully transitioned to Teams
  • Upgrading to Microsoft Teams is more than a technical migration; it’s about change management for your users, too
  • Grounding users in Teams today can help facilitate and accelerate your upgrade over time
  • Microsoft has robust guidance and resources to help you navigate your upgrade journey

Why Upgrade to Microsoft Teams from Skype?

Skype for Business has served the needs of organizations for years, but Teams is an advanced, modern experience that takes advantage of the newest technologies to provide bottom-line benefits and productivity. It’s the next step forward for organizational communication.

It’s also worth noting that Skype for Business will be retired on July 31, 2021.

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How Microsoft Teams Benefits Businesses, Users, and IT Teams

For businesses: Teams enables faster decision making, reduces the need for meetings, enhances information-sharing, and easily scales mobility and productivity.

For end users: Teams offers a plethora of handy business meeting enhancements. These include:

  • Allowing meetings to get started much more quickly
  • Inline translation
  • Real-time co-authoring in meeting documents
  • Automatic recordings and background blurs

For IT teams: Microsoft Teams presents one integrated platform with end-to-end security and admin controls, improved performance with less downtime, and natively integrates tabs, bots, connectors, and more.

Make the Move from Skype to Teams

Whereas Skype for Business what a great chat tool, Teams is much more of a robust collaboration solution that creates a hub for teamwork by utilizing Office 365 and other platforms via connections.

There are many resources available to help IT departments get ready to implement teams, including documents detailing which ports to utilize, how to setup cloud endpoints (GCC High, DoD), plan for bandwidth consumption, and more.

Focus on Adoption

Since Microsoft Teams changes the way organizations collaborate, it’s important to focus on choosing an adoption strategy that’s right for your organization. There are flexible options to utilize Teams alongside Skype for Business, and adoption strategies like community engagement programs and contextual trainings that highlight quick wins for users are highly recommended.

There are resources from Microsoft like microsoft teams

Steps and Recommendations for Deployments

The recommended success framework steps start with:

  1. Gathering the right stakeholders and building a project team
  2. Defining the project scope and goals
  3. Assessing the network’s readiness and performing quality tests
  4. Assesing user acceptance and the readiness of the implementation design
  5. Piloting and proceeding with the upgrade

As the solution is rolled out, it’s necessary to continue to try and drive value through optimization and continued growth and usage of the solution.

It’s possible to deploy Microsoft Teams such that users can utilize Teams and Skype for Business side by side. Alternatively, you can implement the solution such that users can interact with them concurrently with integrated communications.

Whichever path or method you choose, it’s important to remember that Microsoft has guidance and resources available to help you on your way.

Additional Resources:

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​Hunter Willis has been in web development, SEO and Social Media marketing for over a decade, and entered the SharePoint space in 2016. Throughout his career he has developed internal collaboration sites, provided technical and strategic advice, and managed solutions for small to large organizations. In addition, Hunter has served as a strategy consultant for many companies and non-profits in the Richmond area.

View all post by Hunter W.

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