CBS Sports' Jason La Canfora originally broke the news that the negotiations were going on between the two sides:
Nothing has been finalized yet, but NFL Network's Albert Breer reports that the Raiders would have to part ways with one of their limited draft picks in 2013 and a conditional 2014 selection to make the deal happen.
Oakland has a lot of holes on the roster, particularly on the defensive side of the ball. But in order to combat that, the team must find an answer under center.
Carson Palmer is due $13 million in salary and is refusing to take a pay cut.
Thus, a trade for Flynn makes sense to provide stability at football's most important position.
The health of stud running back Darren McFadden is always a concern, but when he's on the field and running the proper plays, Run DMC is one of the best in the game.
Before and after McFadden suffered a high ankle sprain in the middle of the season, the zone running concepts implemented by offensive coordinator Greg Knapp saw McFadden average just 3.3 yards per carry in 2012.
Now, with newly hired OC Greg Olson, a more north-south playbook will be in place. Olson used to coach Steven Jackson with the St. Louis Rams and LeGarrette Blount with the Tampa Bay Buccaneers, and both ran for over 1,000 yards under his direction (h/t ESPN via AP).
How does this all relate to Flynn? A heavy reliance on the running game will allow the Raiders to be effective off of play-action fakes, and Flynn's underrated mobility will allow him to cut the field in half on bootlegs to make smart, efficient plays.
The Raiders' inability to run the ball and a flawed defense caused the team to frequently fall behind last season.
However, if McFadden can chew up tons of clock on the ground and Flynn can play to his strengths and limit mistakes in 2013, Oakland has a chance to be a stronger team than many expect.
Flynn doesn't necessarily have elite arm strength but has displayed the football IQ and wise decision-making in his limited NFL action to be a competent starter. He would have started in Seattle if not for the meteoric rise of rookie third-round pick Russell Wilson.
The sample size on Flynn is small, but if two franchises have considered making this type of investment in him with just two NFL starts under his belt, he must provide some hope of being a franchise quarterback.
Oakland also has interest in former Arizona Cardinals quarterback Kevin Kolb, according to the Sirius XM NFL Radio's Adam Caplan:
While Kolb wouldn't cost any draft picks, he has had ample opportunities to start and could barely beat out John Skelton in Arizona to start 2012.
Combine that with Kolb's injury issues and hesitancy to make throws at times—something that Flynn would excel at within Olson's offense—and it makes any sort of investment in him as a starter extremely risky.
Losing out on valuable draft picks is not an ideal scenario for McKenzie, but if Flynn does indeed succeed as a starter—as multiple teams seem to believe he can—it will be a worthwhile investment.