20 years, 14 active and 6 ANG.
Zero regrets. Sometimes being on active duty made me feel "stuck", but the perks of flying fast jets in Alaska, Europe, Asia, and the Middle East created enough adventures to offset any frustration with the "system".
More importantly, the things you HAD to do helped give the you the courage, character, and grit to face other challenges later in life. Whether it was land survival school, arctic survival, or air to air refueling in the weather, there were some things that were just downright unpleasant at times that you are so glad later in life that you accomplished. Having the chance to lead other men--as a flight lead, flight commander, or instructor pilot is something very few experience if all they do is fly for an airline. The friendships and camaraderie also tend to be largely timeless.
The first hitch in the military was 7+ years, and it was a rush. Pilot training, T-37s and T-38s, and going to war at 26 during Desert Storm seem like another lifetime ago. Yet--the experiences are real enough that I can still remember certain days and events as if they were yesterday. Learning to fly the F-15 was the hardest thing I ever did professionally, and took me to my physical limits. At times, it scared me, but that kind of healthy fear builds solid aviation habits that last a lifetime.
I recently thought about this as I looked at my airline seniority calculator. I got hired at 36, almost 37 at FedEx. I'll retire at 65 (if I don't bail early) at a projected 450-460 or so on the list. Looking at our bidpacks, there are many, many lines and trips I'll never hold. I will always be fair to middle seniority on about any seat I hold if I chose to chase the dollars and be a wide-body captain (which I hold now). When I look at being seniority number 1 verses flying fighters for 20 years, there is no comparison. I have gotten about 95% of the benefit of being an airline pilot, while the guy or gal hired at 25 has gotten 0% of the benefits I got as a military fighter pilot. I had the chance to bail in 1996, but stayed until 2001/2 with a 7 year pilot bonus. During that 7 years, I lived in Germany, was a flight commander and IP, flew combat CAPs over Iraq, led Red Flags as an Air to Air Mission Commander, went to Aerospace Physiology school, and flew about 800-900 more hours in the Eagle. I went TDY all over Europe, and as a schoolhouse IP later did some pretty cool TDYs in the states too. When I look at how those 7 years shaped me, and what I learned about myself along the way, the 1000 or so line numbers pale in comparison. As a captain in my domicile, I won't hold Christmas or the 4th of July vacations. I can live with that. Being rich is more than about having money, its about having a life full of experiences. There is simply nothing that could have substituted for the experience, and I would be a lesser person had I missed those opportunities.