I would have done it in 1996, however as the father of a new-born at the time, and thanks to the bank I had my mortgage with at the time refusing me a 12 month break from my mortgage (I was only 25 then so it wasn't as if it made a difference as far as paying it off was concerned), the chance passed me by. As it was, I didn't dare take the chance of failure as I was in a secure job which meant security for my family. Anyway, things have changed now...
Change of career: I'm fed up wiping other people's arses for them. I've been working as a supervisor, then manager, since 2003 and I've realised it isn't what I want to do anymore. I've been with the same company for over twenty years and although I'm happy there, worrying about myself and nobody else (obviously safety of others is a consideration, however as a driver I'd be in total control of that) is something I'd love to go back to.
Shift work: I've only recently come off shift work (a mix of shifts each week, 0230-1015, 0930-1745, 1630-0030, not one of those for a whole week at a time), and I miss it already. I miss my midweek days off, I miss my lates, and although I don't mind having the weekend off, it's not enough of a pay-off to compensate for having to work Monday-Friday days.
Working environment: I worked as a bus driver for 11 years, and still do the odd bit here and there even today. Office work pays the bills (well, almost) but it isn't half as enjoyable to me as driving was. I'd have been even happier as an HGV driver, as I do love my own company.
Pay/conditions: As an outsider, it appears railway staff do very well here. I don't do too badly where I am now; I get 41 days' annual leave, which I can largely (barring Christmas Day, Boxing Day and New Years' Day, where no service means you must have the day as holiday) choose when I take them, however the reduction in holiday entitlement (I do end up taking a lot of leave just for the sake of it as I don't go away on holiday as most do) would be more than compensated for by the salary once qualified, which is very competitive, and certainly a significant increase on what I currently earn.
Timing: The timing is now right. Kids have pretty much grown up (youngest is 15), marriage isn't really going too well, so there is little to fear as far as I'm concerned by sacking my current job to chase the dream, certainly nothing I need to stay at home for. On top of that, I'd be happy to move anywhere in the country (or even beyond) to take one such position.
I'm pretty determined that it's going to happen within the next two years. If it doesn't, it won't be for want of trying.