TweetIP,
The grass is not greener on the other side of the fence, just different. If you are close to retirement stick it out. I transitioned after 20 years and somedays I still wish I was back in the USAF. A few months ago I ran into my 38 IP, he was a FAIP who got out after a tour at Bitburg. He told me straight up he wished he had stayed in. I fly with more than a handful of ex-USAF guys who got out early and are now trying to get back into the guard to finish out.
The Guard or Reserve are a great option. However, you need to look really hard at how airline basing and guard/reserve unit location fit together. My advise is to live at one, with a short/easy commute to the other. Otherwise you will spend all your time traveling to your other job, and your quality of life will suck.
Do your research!!! You know all about your side of the fence, seek out the opinions of those you trust on the other side.
Cheers T5