I arranged to do something similar in my company but it was eventually ruled out because it was deemed unacceptable for three critical (to the business, not of my flying) people to fly together in a private aircraft. I even got told off for taking a colleague up for a bimble as, if we had been killed it would have been a major setback for the business. We often flew together on airliners though.
It was also acceptable for us to fly in a Bonanza with a friend of mine who has an ATPL. That was one of the most enjoyable business trips I ever did. I really enjoyed answering the taxidriver's question, "What time's your flight?" "When we get there." I said. Probably meant that he put the price up.