Caldwell met with owner Daniel Snyder, general manager Bruce Allen, director of pro personnel Morocco Brown, director of player personnel Scott Campbell and other team officials.
Although Caldwell didn't meet with Redskins quarterback Robert Griffin III on Sunday, Wooten said the former Indianapolis Colts head coach conducted a detailed presentation on Griffin following a thorough study of his entire season. Caldwell arrived with a similar plan for improvement for Detroit Lions quarterback Matthew Stafford when he interviewed Friday in Detroit and met with Stafford and Lions vice chairman Bill Ford Jr.
"Jim felt that exceptional about the interview with the Redskins," Wooten told The Baltimore Sun in a telephone interview Sunday night. "He had a lot of positive things to say about it. He thought that Snyder was excellent and felt good about it.
"When I asked him about the Redskins' timetable, Jim said they are going to interview a couple more people. The interview went superb, and he came away feeling as good about it overall as he did the Detroit one."
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The Redskins have previously interviewed Seattle Seahawks offensive coordinator Darrell Bevell, Dallas Cowboys special teams coordinator Rich Bisaccia and Carolina Panthers defensive coordinator Sean McDermott.
They are expected to interview New York Giants defensive coordinator Perry Fewell on Monday.
Caldwell replaced Tony Dungy as the Colts' head coach in 2009 after coaching Peyton Manning as Indianapolis' quarterbacks coach from 2002-2008. The Colts went 14-2 in his first season as head coach, reaching the Super Bowl and losing to the New Orleans Saints. Caldwell was fired in 2011 after Manning missed the entire season and the Colts finished 2-14.
Caldwell's overall record is 26-22 as a head coach in the NFL.
Caldwell was promoted from quarterbacks coach to offensive coordinator for the Ravens last year, replacing Cam Cameron. The offense had a resurgent postseason, with quarterback Joe Flacco throwing 11 touchdowns and zero interceptions in four playoff games as the Ravens won Super Bowl XLVII.
This past season, the Ravens slumped to 29th in total offense as Flacco threw a franchise-record 22 interceptions and Ray Rice rushed for just 660 yards.
Because Whisenhunt is still in the playoffs following San Diego's win Sunday over the Cincinnati Bengals, it could delay decisions by the Lions and other NFL teams. The Redskins could also seek interviews with Cincinnati Bengals defensive coordinator Mike Zimmer and offensive coordinator Jay Gruden.
"Detroit and others could take a little more time," Wooten said. "Jim's overall feeling is both places are excellent places. He's very impressed with both teams and is very encouraged about how everything is going."
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