Is it possible for an Army officer (29 years old when my contract ends) with a PPL to transfer to the AF to become a pilot?

QUALIFICATIONS SUMMARY

MINIMUM EDUCATION
Bachelor’s degree
QUALIFICATIONS
Knowledge of theory of flight, air navigation, meteorology, flying directives, aircraft operating procedures and mission tactics
Completion of Air Force Specialized Undergraduate Pilot Training
Completion of a Single Scope Background Investigation (SSBI)
Additional requirements specific to specialty
Completion of Officer Training School (OTS), Air Force Academy (AFA) or Air Force Reserve Officer Training Corps (AFROTC)
Must be between the ages of 18 and 28
https://www.airforce.com/careers/detail/pilot

You don't have to wait. Request a transfer. It may or may not be approved, but with the pilot shortage the AF has now, my guess is they'll be incentivized to go to bat for you.

CPT (Join to see) Just basing this on my buddy's experience. He was enlisted Marines/AF Reserve. He obtained his PPL & successfully got into UPT. He was allowed to skip the first portion because that is when they were teaching those who had never flown before, how to fly a plane. I would think, with the pilot shortage & desperate situation right now, that you have a pretty dang good shot.