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Description of the Business, Basis of Presentation and Summary of Significant Accounting Policies (Details) $ in Millions | 3 Months Ended | 12 Months Ended
--- | --- | ---
May 31, 2016 USD ($) | May 31, 2017 USD ($) segment | May 31, 2016 USD ($) | May 31, 2015 USD ($)
Property, Plant and Equipment [Line Items] |  |  |  |
Number of countries in which entity operates |  | 145 |  |
Restricted cash held in escrow | $ 9.9 | $ 0.0 | $ 9.9 |
Impairment charges |  | 6.8 | 14.4 | $ 15.8
Capitalized computer software, net | 31.1 | 45.0 | 31.1 |
Capitalized computer software, amortization expense |  | $ 12.9 | 11.4 | $ 17.7
Reporting units subject to goodwill impairment | segment |  | 7 |  |
Deferred advertising costs | 6.0 | $ 6.0 | $ 6.0 |
Building [Member] |  |  |  |
Property, Plant and Equipment [Line Items] |  |  |  |
Depreciable life |  | 40 years |  |
Building Improvements [Member] |  |  |  |
Property, Plant and Equipment [Line Items] |  |  |  |
Depreciable life |  | 25 years |  |
Impairment charges | $ 7.5 |  |  |
Capitalized Software [Member] | Minimum [Member] |  |  |  |
Property, Plant and Equipment [Line Items] |  |  |  |
Depreciable life |  | 3 years |  |
Capitalized Software [Member] | Maximum [Member] |  |  |  |
Property, Plant and Equipment [Line Items] |  |  |  |
Depreciable life |  | 7 years |  |
Furniture and Fixtures [Member] |  |  |  |
Property, Plant and Equipment [Line Items] |  |  |  |
Depreciable life |  | 10 years |  |

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