A military career is very "safe" and predictable, which is why I think a lot of people are comfortable with it - and that works for them. My soul dies a little when I can predict that in 20 years I will be an O-6 in the Pentagon. I also realized I'm a just an interchangable widget in the Navy -- I may have unique talents, as do we all, but if I leave, the service won't suffer. Someone will always fill that jet. I want to be part of an organization where I am indispensable to the mission, and where my unique skillsets are well matched to the organization. Finally, I'm ready to start building enduring things instead of destroying them...
By no means am I trying to convince you to stay, but I do have some questions about your perceptions of post-military employment.
Specifically...
1) I have no idea where I will be my next tour, let alone 20 years from now in the Navy. While if I stayed that long the job would undoubtedly involve me wearing a bird (or else I will be mandatory told I have to retire), there are a number of O-6 positions that are relatively unique in terms of responsibility and scope. I just find it odd that you think a military career is 'safe,' when I've talked to quite a few Sailors who think that most civilian careers would be much more stable - no moving to wherever the Navy sends you, no deployments, no underway shifts, no surges, no sudden weekend emergencies, etc. I tend to agree with them.
2) The military is one of the few careers that mandates promotion. This is a double-edged sword in that you can do well for yourself within the system and get promoted, or you can be told to find another career if you fail to select. Civilian jobs have no such guarantee. If the thought of serving in the Pentagon in 20 years scares you because you'll be doing the "same thing," how do you feel about the possibility of holding the same exact position for 10-15 years, and possibly more?
3) Do you really think that 99% of the people working for any given large company are anything other than indispensible? There are a few key players within these organizations, but by and large the company will continue to exist without you. Or are you looking to make your way with a startup, which could have a much higher payoff but entails much more risk?
I'm not trying to rain on your ambitions, it just seems like your reasons for leaving involves best-case planning: You believe that you are exceptionally talented, that someone is going to pay you for that talent, and that you will have the opportunity to make a large impact on your organization. I'm just curious what you plan to do if that doesn't happen, or if other issues like marriage/children make taking certain career risks, like leaving a company who has passed you over multiple times for the next position, unpalatable to you?