Correlation is not causation in this case.
Garrett never wanted to draft OL before he was promoted to HC, he always wanted toys and weapons. I don't think he was as big pushing to draft OL as you desperately want to believe. We also didn't load up on OL like we were in a hurry to fix it, we took 4 freaking years to rebuild it. And as has been stated before, he wanted another damned TE instead of Frederick.
I think as an organization the OL became a clear priority to the Cowboys after 2006 when backup OTs and poor RG play prevented them from attacking the Seahawk secondary.
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In 2007 they drafted
Marten and
Free and signed
Davis. Clearly they went after the position hard. Garrett had just come aboard so I doubt he influenced these choices much.
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In 2008 they suffered from a lack of OL prospects and I think they felt they were in a "win now" mode having just gone 13-3. Hence the famous Garrett pitch for Felix Jones. Still they missed drafting any OL. By mid-2008 they traded away their first and third picks for Roy Williams. I think this was a Jerry move, and you've got to think Garrett was consulted by that point regarding how he might fit into the offense. I think "win now" fever overtook common sense for all involved.
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In 2009 they traded down when their 2nd round target,
center Max Unger, wasn't available. They then reached for Robert "Punky" Brewster because he could play special teams. This demonstrated a clear desire for OL upgrades before Garrett was HC, but utter incompetence in drafting.
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In 2010 they drafted Dez and Sean Lee. Why they bailed on the OL entirely in this deep draft is beyond me. The combination of two trades up was a killer. Dez I could understand, but they needed to let Sean Lee go, and stick with their plan of drafting Bowman. Then they'd have had a 3rd rounder which it's possible might have been an OL.
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In 2011 they drafted
Tyron,
Arkin, and
Nagy. They had no choice as they had dumped Davis, Columbo, and Gurode. Garrett was non-interim HC at this point and it's clear he was at least on board with the overhaul. It may be have been a significant demand on his part that the team get younger up front. Hard to tell, but it makes sense.
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In 2012 they drafted no OL but did sign UDFA
Ronald Leary. They dumped Kosier and signed
Livings and
Bernadeau, clearly in full scramble-mode to rebuild the OL, though it was a secondary priority to CB.
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In 2013 they drafted
Frederick, fulfilling Jerry's promise to Romo as the OL had all but failed to this point with Free regressing badly in 2012. You've got to believe Garrett was on board, but listening to Jerry this was his "Mohican" pick.
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In 2014 they drafted
Martin, solidifying a position that had become a strength with Free's solid 2013.
I think it's safe to say Garrett agreed with the need to build the OL, but lacked the foresight to have insisted upon it the moment he joined the organization. Clearly he was down with getting shiny toys like Williams and Felix at a time when the OL talent was at the cusp of rapid decline.
I think this is fine, Garrett isn't a GM and has had to learn the hard way what it takes to keep the position stocked.