First off, I'll take the Chauncey Gardner-Johnson option off the table. I believe he has first round talent, but if his personality is so bad that just about every team in the league passed on him three times, that's worth a moment's pause.
With our first two picks, it comes down to two different options for me. They're virtually break even to me, but I'd tend to lean in favor of option B, due to the higher ceiling. Wren went a few spots before #128, if only I could trade up and use #90 on Dawson Knox.
Option A) #58 DT Dre'Mont Jones, #90 S Amani Hooker.
Option B) #58 S Juan Thornhill, #90 DT Renell Wren.
#128 LB Justin Hollins - There's some Will linebackers I like more that are options, but I like this guy plenty and I think we need a Sam. This guy played 3-4 OLB at Oregon, so people projected him as an edge rusher, but I felt he was better suited to play Sam. Who knows, maybe he could have started at Sam and backed up the RE position, a la Kyle Wilbur.
#158 CB Michael Jackson - Exactly the CB I'd target.
#165 Ulysees Gilbert III - This puts us way too deep at the LB position, but the value is too good for me at this point. Undersized, but has good measurables and has great coverage ability.
#213 RB Myles Gaskin - He's long been a pet cat of mine. Predictably tested below average, but very shifty and a good outside runner.
#218 WR Jakobi Meyers - I love this guy and I'm a little upset that he went undrafted. Lacks the speed to separate and inconsistent with his quickness, but crafty as a route runner and catches everything thrown at him.
#241 RB Damarea Crockett - Considering I drafted Gaskin, I think this guy could be a good complement to him if the unspeakable were to happen.
Overall, the first two picks I focused more on need, but I felt like I focused more on value for the rest of them. I worry about how deep I'd put the team at the LB position, but you can go long at the position (especially if you consider Hollins a hybrid LB/DE) and I believe in the talent. I considered backup running back a greater need than a throwaway late rounder, but my problem with the position (especially in this class), is that once you get past the third round value guys, there's just not enough separating a drafted player from an undrafted player.