If Rey Ordonez can play SS in the Major Leagues and offer no offensive value and we are back to a pitching and defense dominated game, he could definitely play as long as his defense comes along. Although, supposedly, he won't have the arm to stick at short and will most likely end up at second or in center.
Snead never OPSed higher than .700 in any of his minor league seasons. Hamilton's OPS is .712 in his 247 career minor league games and at least has the ability to get extra base hits. The Ks make him a huge question mark though.
The problem is that Hamilton isn't Ordonez at SS. At best he's average defensively but probably at 2B. The other problem is that he needed a .360 BAPIP to hit .278 last year. As he moves up in the minors (and eventually the MLB) he's probably going to hit <.250 with questionable plate discipline and low power. This is not the description of an MLB'er regardless of his 100 SB's.