If Dilly/Shep fall to #8, I think there's a good chance fall into that territory of being much better prospects than everyone else available. I would have Holland is equalish prospects to them, but I know there are mixed thoughts about him. At #8, I'm taking the guy with best expected outcome period.
Also, as @Handlogten's Heros has been harping on....there are short kings everywhere in these playoffs. There's also a lot of guys who are not short kings who are not playing/played horribly. As simple as it is, the better players are finding their way on the court and making impact regardless of size. Shorter guys aren't unplayable, and taller guys aren't always playable. If a guy like Malik Monk was a free agent who magically be put on any team in the playoffs, he would find minutes and play a role.
I think it's fair to say that you ideally only want a maximum of one of these guys on the court at the same time, and that certainly has an effect on a player's value just as being a non-shooting big does. But unlike bigs, you can actually play two small guards in every situation that's not about competing for the championship. This may be bad news to some of yall, but we're not competing for a championship right now. You can play Keyonte and another small guard together and see if either actually becomes a stud. Can't really do the same for Kessler and Clingan.
I was the loudest one in the room saying that Conley-Mitchell was a problem, but at this current point it is not a problem you worry about. To this day, I will still say that the trade FOR Conley was a mistake despite how good Mike is/was....but we are not there anymore. If we found ourselves in a situation where we are worried about that, we have done a great job.
I think there are some good points here, but for me personally, and for my own personal enjoyment, I just don't want to watch more poor perimeter defenders play for my favorite team.