JDailey messaged me and asked him to make his two picks for him in the interest of keeping this moving as quickly as possible.
Based on what I can tell, he already has put together his five man rotation (Feller, Sabathia, Nagy, Carmona, Westbrook) and can currently field a nine man starting lineup as well (OF: Crisp, Lofton, Carter, IF: Alomar, Murray, Hale, Franco, Jacoby w/ Hafner DH'ing). He does have Doug Jones as his closer, but that is his only bullpen arm, so with his 16th round pick, I will select Bob Wickman, reliever.
In 2001, Wickman went 5-0 with a 2.39 ERA, 2.58 FIP, 1.11 WHIP, 32 SV, and 2.9 WAR.
With his 17th round selection, I'm going to snag Dailey a bit more outfield depth and select Rick Manning, outfielder.
In 1976, Manning slashed .292/.337/.393/.730 with 6 HR, 7 3B, 24 2B, 16 SB, and a 3.6 WAR while also winning Gold Glove that season. He also had 8 outfield assists. He makes a great 4th outfielder for this point in the draft in my opinion.
I'm on the clock, and will pick shortly.