Bill Walton/Tom Owens vs. Luc Longley/Bill Wennington? Yeah that wouldn't be a bloodbath or anything.
Lucas would fucking murder Dennis Rodman. Also knock him the fuck out if he started any shit.
Johnny Davis would admittedly get torched by Jordan, but Bob Gross took on an in-his-prime Doctor J and matched him. I have no doubts he would do the same to Pippen.
Lionel Hollins vs. Steve Kerr? Hollins would be spending a good amount of time doubling on Jordan, so if Kerr scores his 20, so be it.
Perhaps the most intriguing would be Phil Jackson vs. Dr. Jack Ramsay.
In a 7 game series, this would be a complete toss-up.