I'm judging based on the answer to the question: "If you had to pick one, would you take the 2009 player or the 2013 player right now?"
C: Barajas/JPA - I'll let you guess which one put up .226/.258/.403 and which put up .211/.248/.392. Somehow, value goes to Arencibia who at least does it at a fifth of the price (500K to Rod's 2.5 million)
Winner: 2013
1B: Overbay/EE - Overbay hit a sneaky good .265 with 16 HR and a .838 OPS in 2009. EE is a beast in his prime and on a great contract.
Winner: 2013
DH: Lind/Lind - 2009 Lind hit .305 with 35 HR and a .932 OPS.
Winner: 2009
2B: Hill/crap - 2009 Hill hit .286 with 36 HR and .829 OPS with great D.
Winner: 2009
SS: Scutaro/Reyes - Scutaro had nice value for earning just 1.1 million that season, but Reyes provides more impact for longer.
Winner: 2013
3B: EE (09) / Lawrie - Rolen got traded (by JP) midway through the season for top prospect Zach Stewart and scrub Edwin Encarnacion. On perceived value at the time, Lawrie wins in a landslide.
Winner: 2013
OF: Bautista/Bautista - So is it better to have 2009 unproven and unsigned Bautista with the magical September or today's declining version? I thought this answer was easy, but actually I'm having trouble. The answer is obvious if you know about 2010, but without knowing its tougher. Sure it seems better to have the younger Bautista but would you not trade that "scrubby" post-2009 version of Bautista for a veteran on a good deal like this year's version? I can't decide.
Winner: draw
OF: Wells/Ramsus - AA's most remarkable achievement.
Winner: 2013
OF: Snider/Melky - Rios inhabited an OF spot before he got claimed on waivers, so AA inherited Snider. I love Travis Snider and hate Melky but they both sucked. Anyway, only one of them was earning 8 million.
Winner: 2009
SP1: Halladay/Dickey -

Winner: 2009
SP2: Romero/Romero or Happ - Romero was a rookie in 2009, was awesome, and had plenty of value.
Winner: 2009
SP3: Tallet/Buehrle - So apparently Brian Tallet had a 5.32 ERA with a 1.50 WHIP.
Winner: 2013
SP4: Richmond/Johnson - So apparently Scott Richmond had a 5.52 ERA with a 1.49 WHIP.
Winner: draw
SP5: Cecil,Rzep/Morrow - So apparently Brett Cecil had a 5.30 ERA with a 1.65 WHIP.
Winner: 2013
Closer: Frasor/Janssen - Frasor was the closer?
Winner: 2013
Top 4 Other Bullpen IP: Downs, League, Carlson, Camp / Loup, Cecil, Delabar, Oliver
Winner: 2013
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Hopefully I didn't forget anyone important. So I have it as 9 wins for 2013, 5 wins for 2009, 2 draws. Also, giving just 1 win for the non-closer component of the bullpen probably underestimates 2013 a bit.
Obviously this is an imperfect and mostly stupid way of looking at things but I had fun writing it. Hopefully it shows that even in this horrible season we're not as far off as we once were.