Three considerations for me...
1) Familiarity-Like the others, I cater to an older audience so its usually got to be something "in their wheelhouse."
2) "Danceability" - Not so critical for my Nursing home/Retirement Communities clients but certainly so for my dances, weddings, anniversaries, reunions, retirements, etc...
3) Requests-I solicit requests at most of the shows I do and keep a pad and pen handy so I can write suggestions down and then followup with them afterwards..
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Bill in Dayton
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Bill in Dayton