One note - you do the whole depth chart but it's misleading. McGahee wasn't a big part of the '01 team. Gore got time over him. Just as an example. KWII also. It was Shockey. Walsh was on the roster but Geoff Toretta got the back-up snaps iirc. W. Smith was on the roster but A. Roberts got the minutes and there was a different No. 2 TE ahead of Smith. So my focus is on the starts and first guys in on the lines.
This is more than a slight edge to '86. People don't realize how good Vinny was. Yes, he was risky and if he has a bad day he'll make mistakes, and yes, Kenny D. was a low mistake guy. (Walsh was a better Dorsey, as an aside, but that's not relevant to the '86 team.) Vinny is in the CFB Hall of Fame, and played 21 seasons in the NFL! He threw for almost 50,000 yards in the NFL. He retired with several longevity-driven NFL records. Vinny was unique and if he weren't colorblind he might have been one of the true goats of the position. I point this out because if he's on his game, the '01 team has a major problem on D trying to handle Irvin, Blades and Perriman. Doesn't go that way in reverse for Kenny vs. the '86 D. Kenny was good but he had Andre, basically. Bennie Blades, Bubba McDowell ... the '86 DBs were solid and weren't going to get carved up.
'01 was the goat what? Portis was terrific. Gore was a true frosh who got more minutes than Willis. McGahee didn't do much in '01. (The goat college backfield would have to be Barry Sanders and Thurman Thomas.)
Highsmith was the 3rd overall pick in the NFL draft (higher than any of the '01 guys fwiw). Injuries shortened his career but he was a heck of a talent. Bratton was tough. Warren Williams was a legit guy who had a 5 or 6 year nfl career. FWIW Cleveland Gary was on that team, too, but didn't get much run that year.
It comes down to style - portis, gore, najeh vs. the more thumpers on the '86 team. I don't think any team is running much on the '86 DL so I don't think Portis is a reason to pick '01 over '86.
Concur on WR. Shockey was the best of the TEs but Alfredo Roberts was a good TE in his day. KWII didn't do a lot on '01 outside of ST, IIRC.
'01 OL was better. No one was messing with McKinnie, and I include Hawkins and Stubbs in that comment. But Joaquin wasn't going to be dominating Stubbs. Great ends vs. tackles match-ups. The interior on '01 wasn't so good that it was going to push around Jerome Brown and Dan Sileo. Clear edge to '86 on the interior line, however. Sherko, Romberg and Bibla weren't so good that they were going to be pushing around Jerome Brown and Dan Sileo. No inside runs coming, which helps the '86 team contain, and Jerome was as good as anyone playing that game.
In reverse, the '86 OL was okay (Rakoczy was strong in the middle, which matters in this match-up), and the '01 DL was solid but Vince was a frosh, and Walters wasn't all that great. McDougle was a very good end. Green was okay but Stubbs and Hawkins were the two best ends in that crowd, but Hawkins was only a Soph in '86, so give McDougle the edge for that season.
I think the '86 DL beats the '01 OL and the '01 DL beats the '86 OL, so there wouldn't be a ton of rushing yards to go around, nor a ton of time to wait for someone to free up at WR. Need quick routes and a QB who can scramble. Edge '86 for those reasons.
Winston Moss was terrific. Mira was legit. Shannon, Carter. The '01 team had DJ, you left him out. I'd say the LBs were a wash but '01's best guy was Vilma on the inside. '86 had Moss, whose ability outside would help contain and that's an issue for the '01 running game because you ain't going straight at Jerome Brown and Dan SIleo. The '01 LBs were great also, however, and I do not see the '86 backs breaking long plays against them.
The most interesting match-up is DBs vs. WRs. '01 with Reed, Rumph, Buchanon (Rolle was ST, not starter) was top notch. Bennie Blades was a Thorpe winner, McDowell a great cover CB. I think the game comes down to how the '01 DBs can handle the '86 WRs, and whether Vinny has a good game. If Vinny was on, no one was beating that team, and the '01 team is included in no one.
Helps that JJ would figure out how to stop Dorsey. Coker would hope Ed Reed would figure out how to stop Vinny. But Ed Reed prolly would figure it out. It really comes down to did Vinny have a good game.
IMO.