I think it started on the Lost Highway Tour. He most definitely had a teleprompter at the LH show in Denver in 2008 I went to. I don't think Richie got his until The Circle Tour though.
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Matt
3/31/08 - Denver, CO - Pepsi Center
3/8/10 - Denver, CO - Pepsi Center
3/22/11 - Salt Lake City, UT - EnergySolutions Arena
4/16/13 - Denver, CO - Pepsi Center
10/23/13 - Chicago, IL - United Center
2/23/17 - Dallas, TX - American Airlines Arena
3/14/18 - Denver, CO - Pepsi Center
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