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If you go back the last 10 years, there are precious few quality DBs that have slid down to the Steelers pick. It's why they had (reportedly) CB Justin Gilbert rated above Ryan Shazier. Of course Gilbert busted, but sometimes one wonders if he didn't go to the Browns first...Considering how Tombert's DB draft picks have been for the last ten years, he is far better than anyone they would have drafted.
The other big regrets were passing on Kevin Byard in 2016 - taking Sean Davis in 2nd round and Artie Burns as the 5th CB taken in 1st round. I do consider this era of Colbert to be too risk averse, our secondary was horrible and we weren't aggressive enough in trading up to get players or sign the right FAs. We let Keenan Lewis go and signed Cortez Allen to the same deal. They really wanted William Jackson III, who went one pick in front of Artie (victim of being successful) and the one that really grinds my gears is not going after Revis in 2007. The Jets traded up to get him at 14 when we were set to get at 15.
The 2000s were built largely on going after DBs despite not having the high draft picks. Trading up to acquire Troy Polamalu was the first and best draft trade the team ever made. They went after the big, athletic yet very raw talent in Ike Taylor (6'2" 190 and 4.3 speed would have made him a 1st round pick if he played at a big school) but they allowed him to develop. Despite it not working out, they went after the extremely gifted athlete Ricardo Colclough in a 2nd round trade up in 2004. Although they could have gotten Bob Sanders instead with 20/20 hindsight, they were at least aggressive. They went after McFadden in round 2 in 2005, Chris Hope in round 3 in 2002.
Mid 2000s Colbert made his worst FA signing of his tenure in Mike Mitchell. Colbert's missteps at building a secondary in mid 2000s was one of the biggest reasons we didn't get a Super Bowl during that era.