| 2017-03-30 | Game 1043 - Jack Skille from Heirs is injured (Facial Surgery) and is out for 2 weeks. |
| 2016-12-30 | Game 327 - Jack Skille from Heirs is injured (Strained Left Elbow) and is out for 3 days. |
| 2016-11-15 | Game 11 - Jack Skille from Heirs is injured (Fractured Metatarsal (Right Foot)) and is out for 2 weeks. |
| 2016-10-31 | Jack Skille of Monarchs was sent to farm. |
| 2016-10-26 | Jack Skille signed with Monarchs for $1,499,999 for 4 year(s) with $0 in bonus. |
| 2015-11-04 | Game 15 - Jack Skille from Clippers is injured (Strained Right Knee) and is out for 1 week. |
| 2015-11-03 | Jack Skille of Schooners was sent to farm. |
| 2015-10-15 | Jack Skille signed with Schooners for $1,499,999 for 1 year(s) with $166,667 in bonus. |
| 2015-09-22 | Jack Skille was released by Revolution. |
| 2014-12-30 | Jack Skille of Revolution was sent to farm. |
| 2014-12-20 | Jack Skille of Revolution was sent to pro. |
| 2014-11-06 | Game 103 - Jack Skille from Revolt is injured (Bruised Right Shoulder) and is out for 1 week. |
| 2014-10-28 | Jack Skille of Revolution was sent to farm. |
| 2014-10-07 | Jack Skille signed with Revolution for $1,413,125 for 1 year(s) with $0 in bonus. |
| 2013-12-17 | Game 2 - Jack Skille from Revolution is injured (Sprained Left Ankle) and is out for 1 week. |
| 2013-04-06 | Game 928 - Jack Skille from Revolution is injured (Bruised Right Foot) and is out for 2 months. |
| 2013-03-27 | To Revolution : Jack Skille (66)
To Monarchs : Ray Emery (64), Y:2013-RND:4-BRN |
| 2011-10-18 | Jack Skille signed with Monarchs for $1,662,500 for 3 year(s). |
| 2009-09-19 | Jack Skille of Vikings was sent to farm. |
| 2009-02-24 | Vikings promote Jack Skille to pro roster
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| 2009-02-24 | Vikings assign Jack Skille to minors
|
| 2009-02-18 | Jack Skille (OSL) suffers pulled hamstring, sidelined day-to-day
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