SameTime to Skype Migration: 1, 2, 3

by | Nov 9, 2017 | Collaboration | 0 comments

The Change

Let’s be real.  We’re not really “migrating” from SameTime.  Instead, we are providing our employees a new platform for communications and conferencing called “Skype for Business.”

There are some elements of SameTime we might miss in Skype for Business Online:

  • SameTime group chats – organizations might use these for support or customer service scenarios to keep a thread open and have various users chime in until resolution. Microsoft has this same feature, called Persistent Chat, in on-premises and hybrid implementations but unfortunately, it is currently not available in Skype for Business Online.
  • Integrated Screen Capture –some organizations with customer service needs may pine for SameTime’s integrated screen capture and attachment capability. Skype for Business clients offer the ability to drag/drop an attachment or screen print into the messaging window, but you have to bring your own screen capture tool to the party or use native Windows PrtScn function to obtain the image.

But, let’s look forward and not back!

Reminders for Why

If we need reminders as to why we’re leaving the SameTime platform, we likely have a list of grievances that might include some of the items below:

  • SameTime marketplace adoption is minimal. Look no further than your favorite application store for evaluations from users.
  • SameTime platform support had to be extended to 2021 but direction beyond that is murky and will presumably follow a Cisco weighted direction with their joint partnership. Also as industry experts have espoused “the marketplace has shifted away from heavyweight on-prem unified communications platforms towards more nimble, lighter-weight cloud-based social communications” – Stuart McIntyre, 2017
  • Integration with Skype – The consumer version of Skype enjoys broad industry adoption including 300M subscribed users, 5B Google Play downloads and 3B daily minutes (source). To demonstrate another grievance with SameTime, evaluate the integration levels provided:

The Timing

The migration cutover to Skype for Business should logically follow prerequisites including:

  • Office installation (including Skype client)
  • Review / design settings for Skype for Business Online including security, management, capabilities, licensing, etc.
  • User training and adoption

Many organizations train and therefore “cut” to Skype for Business Online at the same time as their mailbox moves to Exchange Online (which the employees access via Outlook).  That being said, there are no dependencies, which allows movement sooner in order to get a “quick win” under the belt. 

The Artifacts of Success

Success can be measured in many ways; let’s look at a few positive outcomes that you might find:

This is the 2nd blog in the Migrating Off Notes: 1, 2, 3 series.  Watch for future blogs doing a deeper dive on Email and Application migrations.   If you are ready to embark on your migration strategy or have questions, contact us at  We are happy to help!