Are the Red Sox targeting Holliday over Bay?

According to Ken Rosenthal of FOX Sports, the Red Sox may be more interested in outfielder Matt Holliday than Jason Bay.

Under baseball’s warped draft-pick compensation system, a high-revenue team that exchanges one Type A free agent for another actually nets an extra pick — a supplemental choice between the first and second rounds.
Oh, but this gets better.

If the Sox lose Bay and sign both Holliday and free-agent shortstop Marco Scutaro, they not only will receive the same number of selections, but also might end up in better draft positions.

Signing Holliday would cost the Sox their first-round pick. Signing Scutaro, a lower-ranking free agent, would cost them their second- round selection.

But, if the Sox lose Bay after offering him salary arbitration, they will gain two picks — a likely first-rounder and the sandwich pick.

The only ways the Sox would wind up with a second-rounder for Bay is if (a) the team that signed him ranked in the bottom 15 of the overall standings last season or (b) the team that signed him added a higher- ranking free agent as well.

Well, isn’t this an interesting web that Boston is weaving. If Theo Epstein can land a Type A outfielder on top of landing two draft picks then he’ll set up the Red Sox for both the present and future.

But would they be making the right decision in going with Holliday over Bay? Holliday was fantastic as soon as he got to St. Louis, but he had a hard time adjusting to American League pitching when he first got to Oakland and could struggle long-term in Boston. On the flip side, Bay has already proven that he can hit in both leagues and appears willing to stay in Boston for the right price.

Epstein has some big decisions to make over the next month or two.

Photo from fOTOGLIF

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