Again, a lot of agents probably say the same things Bentley does - not saying he won't have competition in that regard. But he's at a level that most ex-pros simply never reach, whether or not they made mistakes or wasted their money prior to reforming and trying to help other players see the light. He is an ex-Premiership, ex-Tottenham Hotspur footballer, with the name recognition and contacts those associations get you. He has a history in the game easily verifiable by anyone with an internet connection and a willingness to look for 'Bentley goal 4-4' on Youtube (or, alternately, 'Bentley kicks ball into skip'
). He's been at a range of clubs across his career, from Arsenal in his early days, to Blackburn in his heyday, to Spurs for his final period - where he was further dispatched out on loan to Birmingham, West Ham and FC Rostov in Russia. On top of all that, he was capped by England - seven times, as a matter of fact.
If you're a young player who wants to get far in the game and you're presented with the options of going with Bentley or (say) Dean Windass as your agent, which one are you more likely to pick? Which one is likelier to know people at Spurs, Arsenal and other top-end clubs that would consent to take a dekko at you? Which one is the likelier to know the inns and outs of not just moving around England at the top levels, but moving abroad as well (to Russia, or to Spain)? Which one is the likelier to know the different pressures and temptations that affect young footballers at top clubs versus at clubs a bit further down the chain?
On top of all that, Bentley's spent a couple of years managing some restaurants, apparently - it's probably unlikely that he's completely *devoid* of business acumen, given that fact.
Overall, I'd agree that if Bentley is put up against someone like, say, Gary Neville, and then presented to players as a potential agent, then he's probably out of luck. But he'll probably be appealing to a lot of youngsters or players that aren't looking for an agent *that* successful and connected, but one able to hold his own based on his footballing exploits at the top level. And there, Bentley can point to a record better than 99% of pro footballers in the UK.
With regard to your first post, that's a bit more difficult for me to explain - based more on feelings than arguable positions. I'll return to it in a bit, if I can.