Undercover Boss Published on September 7, 2014 in Common Mistakes of Top Executives – A look at “Undercover Boss”Full resolution (750 × 500) Undercover Boss Illustration of an undercover boss (although here seen with suit and tie). Image undercover-boss-2_2009_06_03 from Personeelsnet on FLickr and available under the CC BY-SA 2.0 license.