Let's see:
1. Great QOL 2. Decent pay 3. Personal Happiness 4. Operating around the world 5. 737-typed
Based on the above, I'd say your close to being the envy of the industry!

4,500tt and 1,000 PIC turboprop are still respectable flight times, even if your friends might have twice as many hours. If I were you, I wouldn't put too much stake in having a high total time. Remember, flight time is only one of many factors the recruiters look at when selecting pilots.

If it was me in your shoes, I'd say there was no way what you've had thus far could be considered a mistake. Most pilots build there time slaving away at low-paying regionals flying the routes & schedules that nobody else wants. You've been able to see the world, make decent money, and find personal satisfaction in life. On top of that, you've got a 737 type under your belt ( Hello Southwest!).

Another thing to consider: to land a job at a major, you need to be able to differentiate yourself from everyone else in the crowd. Instead of the plain vanilla route the masses follow, you've enjoyed the quality of life that few pro pilots get to see, especially without having to spend decades in the industry to get there. I'm sure you have a story or two to share with recruiters that will make your aviation background sound unique and exciting.

Now imagine yourself on your death bed, with just a matter of hours left in this world. If you were to think back on your life, accomplishments and regrets, I doubt you'd smile just because you had 9,000 hours in some logbook. If you had the time, which you'd attained through the traditional career route, you'd probably be wishing you'd spent your life traveling the world, seeing exotic locations, and living a life of personal happiness. You've done well.

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