There may be considerable cap flexibility in the future for the Cleveland Cavaliers, but that is far from the case this summer. With no ability to add free agents of consequence, they will need to find bargain deals to help fill out the roster.
One option could be free agent guard Justin Holiday. According to Michael Scotto of The Athletic, the Cavs are among the teams that have expressed interest in the 6’6 guard and are receiving consideration:
Free agent Justin Holiday is considering interest from several teams including the Lakers, Clippers, Bulls, Raptors, Pacers, Wizards, Hornets and Cavaliers, league sources told @TheAthleticNBA. Memphis is open to a sign-and-trade with him.— Michael Scotto (@MikeAScotto) July 4, 2019
It is a little surprising that Holiday or the Cavs would be interested in this pairing. The concept of adding play-making wings make some sense and Collin Sexton and Darius Garland learn how to run an NBA offense, but Holiday doesn’t match that description.
Holiday hasn’t posted a double digit assist percentage in two years and has been a volume shooter with a career 51.7 true shooting percentage. In theory he could probably eat some minutes at the small forward position behind Cedi Osman, but it would probably be more worthwhile to give those minutes to Kevin Porter Jr. or Dylan Windler.
In many ways Holiday is kind of a worst case scenario for Porter Jr, and for a team that is focused on development of young talent this would be an odd move. Given the other teams on that list and the strange fit, I would imagine he will sign elsewhere.