To transfer as an ARNG officer to the ANG with a pilot contract...
Start finding applying to squadrons
depending on the squadron their is quite a bit of paperwork to compile IOT submit your app
use the bogidope site to find what units are hiring and see what their requirements are... Job listing tab
Get selected by a squadron
Work with your current Army Guard S1 on filling out your conditional release form (DD-368)
Routing and approvals can/will vary from state to state
You will have to do a close out with all the S-shops for current unit
Simultaneously figure out next step to get sworn in on the Air Guard side
As a current service member the gaining squadron will likely want you to complete the FC1 before you commission
Lean on the UPT board coordinator to figure out who you need to talk to to make things happen... Likely a mix of recruiting/training/ops
You will need to be proactive in figuring out how to make the transfer work according to your state. Be especially proactive in respectfully communicating and following up with people who are pushing your paperwork.
Just about every board goes off the whole person concept, but every board is different in culture and personality... Overall, I think it does help. You have demonstrated that you enjoy flying enough to continue pursuing it, you are dedicated and capable of keeping up with an accelerated course, and that you can handle an aircraft.