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Opinions wanted: Windows server upgrade help!

Steve Hood
Steve Hood asked
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Last Modified: 2016-11-23
We are a small business of 50 users, (4 offices). We run two 7 year old DELL servers: #1 SBS 2008 with Exchange 2007, #2 Windows 2008 Terminal Server (25 users on it). Lately servers are buggy, periodic Application freezing on Terminal Server and SBS Server is slow (takes minutes to open programs and boot time is ridiculous 50 minutes!

I am sourcing one replacement server and will visualize the server OS, and re-install Windows server, Active Directory etc. from scratch.

What I am unsure of is whether to re-install Windows SBS 2008 (we own it and CALs) and re-use for another 6-7 years
OR
bite the bullet and purchase new Windows 2012R2 and Exchange and start completely fresh. (or maybe host email via. Office 365?)

Any suggestions anyone?

Thanks so much,
Steve
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