OK, I guess I can let you guys in on this a little.
My boss, while a really nice guy, has several much younger pilots who are in line ahead of me to be typed. They are his friends, and are younger than he is, so he can act as a mentor to them. I, on the other hand, am four years older than he is. It's a different dynamic, to be sure.
He may not "need" to type me for quite a while. One recent upgrading "friend" of my boss spent 1700 hours as an SIC. Too long for a guy like me to wait. I could be logging PIC time if I could get a type and pass the company PIC check. PIC jet time is valuable, to say the least.
If my intention was to stay where I am, then certainly I could wait to be typed, no charge, by my company. Frankly, I am working for about 15k less per year than other operators would pay a similar position. Even the new captains are underpaid compared to industry levels. Let's say I were to ask him to assist me in getting typed through the company. I'd be beholden to work for another year at sub-industry wages.
Finally, I have a lead from a coporate senior captain who tells me that his company may want to hire me in a few months. The difference in starting salary would make up for the cost of the type, and give me a couple of thousand extra to invest. I would only pay a little over 8k to do the upgrade training, and I'd be eligble to get on with a corporate flight department which could keep me working as long as I have a medical, and might even give me an opportunity to be typed in a Global later on.
Of course, having the type would show any prospective employer that I could be typed in his particular aircraft, and gives me more value in the marketplace in general.
I welcome all of your additional feedback.
PS: I've flown TWICE in the last 13 days. My boss's friends have flown more.
Bobby: Mike Pappas and his partner are only giving Citation types now.