My "take" on it is a little different.
Aviation is a cyclical industry, as we can all attest to. I graduated a University flight school in 1990 with a whopping 600/50ME. I was looking for that first job right as the industry went into the last great aviation depression. Eventually, I gave up, and worked in the business world, and I am sure I sounded like some of the other posters in this string.
Then, along came 1996, and things started looking up. My friends who had been hired at "THE COMMUTERS" as they were called then, started upgrading, after maybe 3-4 years in the right seat of a B1900, and started talking about majors starting to interview again . . . . . I started getting current again, took my ATP written, and went to SimCom and got some multi-engine sim time. . . then I hit the bricks on a job search that took me as far as the British Virgin Islands. I came home to Tampa with three job offers, 2 were flying Part 135 VFR in piston twin, 1 was IFR in CE402's. I took that one, got a little right seat time in a corporate jet (by accident) and started pursuing that. A year later, I had a corporate jet Type Rating, and was making $45K . . . progressed to about $60k and got hired by a LCC. Three years later, I was a 737 CA.
So, I guess what I am trying to say is that it is doable, but a lot of it is in the timing, and if you want to do this, you need to guage the timing of the cycle to your advantage.
For example- you don't want to be (and can't afford to be) a regional FO for 5 years and the same goes for flying freight in piston twins. So you don't want to be getting in the door when there is no movement, like right now. But things will change, and you want to be ready. You say you want to stay corporate? Well, once the airlines start hiring again, many pilots will be either leaving for airlines, or returning, and jobs will be more plentiful, the progression quicker, and the pay better.
So, what I would do if I were you is make as much money as you can right now, outside of aviation. Keep your hand in it, by instructing part-time, if you can, and keep up with your contacts. Squirrel some money away. When things start moving again, get current, but I mean really current! None of this "the sim could have gone better" stuff. If necessary, spend some of the money you put away while working towards getting either your ATP (if you have the TT) or at some place that provides professional sim training in turbine aircraft- perhaps even get a CE-500 type-rating (you can do this and make it your ATP ride, too, if you have the 1500TT). That'll get you current, will give you a better idea of what is expected of you, and having a type-rating will show prospective employers that you can progress to the next level and may open the door to gettng some right-seat CE-500 contract work, which will introduce you to many people to build your contact base- people you meet at FBO's around the country, and in training, etc. That is how 80% of corporate jobs get filled.
Good luck. PM me if you have any questions.