I'll paste my post about him from another thread (when it was just a rumour):
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A quote from Adkins (from 2009), on whether he had been surprised by the speed of Woolford's progress.
"No," was the manager's instant reply. "He has flair and talent. He can cross, head, shoot and score but I am going to go with attitude as his biggest attribute."
As it seems there could be something in this rumour I've just browsed through the first half of Millwall vs Watford from April. Unfortunately Woolford had a poor half, against a superior team. He seems to be neat and has a decent touch, but couldn't get past a quick and aggressive right back who never gave him any space. He gave that up and instead tried to get into the box off the ball, which saw him get a couple of half chances. That was a positive, and he's scored goals in the past, though just three last season. He looked fit enough and tracked back quite a bit.
He's not very quick for a winger. I couldn't really assess his dribbling ability. The way he looked he's the type who you'd expect would be able to cross well, but he didn't get a single one in. To be fair to him his opponent will be playing in the Premiership next season. Woolford's 6'0 and they tried long, diagonal balls to him a couple of times, which he did win, so he's possibly got a little more heading ability than most wingers.
Let me add that is't not fair judging a player on one random match. He'll be 30 soon, which is when you expect wingers to become less effective, but he'll probably be a steady player at League One level. Maybe he could also play left back? He was a regular last season and Leeds were interested in him in January, so he's got to have more ability than he showed against Watford.
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After the above I watched a bit more from a different game, and he was more involved and looked more up for it. Maybe he'd been instructed to not be too adventurous in the Watford game? He roamed around quite a bit and got into the box off the ball several times, and I think that could be how he's been getting a fair amount of goals in the past (9 goals in 2013/14). Again I don't see him as a spectacular player, but it was good to see him playing better than the first game. He's different to our other wide options and will give us more solidity, a different type of goal threat and more left footed crosses.