I'm a huge planner of everyday life, for example with lists of what to take on holiday started months weeks before the holiday, and even booking holidays 10-12 months in advance.
However, with life, I've only ever had vague plans. GCSEs, A-levels and uni were a given. But I had no idea what I wanted to do as a job afterwards. I was in my final year at uni before deciding to move abroad and planning how to do that (masters abroad).
Then I fell into my first job out of necessity. Hated it so DH suggested a new job (one that I'd never even heard of as a teenager) so I did that. And bumbled along quite successfully.
The only time I really planned was wanting to leave that job for one that didn't cost quite so many evenings and weekends!
But I'm very happy with where I am. DH and I tend to plan big steps, like when will we outgrow our current appartment and where should we buy/can we afford the next one. But things like jobs aren't really planned - we just take opportunities when they come.
DC were both planned, but not years in advance. DS1 we both suddenly decided now was the time. DC2 was when I could stand the idea of being pregnant again, and we just waited one extra month so I could get a promotion (which I wouldn't have had if they'd known I was pregnant).