I'll be a contrarian and declare I don't ever want the emotional equivalent of a bullet proof vest. Having now spent a few years on the other side of the 'Living in my head' DMZ, I can tell you the grass is certainly greener on this side of the border.
Sure, rainier at times. I shed plenty of tears. Certainly far happier. Discovered joy and passion. A nice trade off. I still do spend plenty of time in my head. Besides getting paid well for it, it is also a big part of who I am. A problem solver. Albeit, a formerly really really BAD one when it came to MY personal problems.
One of my still big head problems is over-thinking things. Especially playing the no-win "And then what?" game when trying to sort out how things today will drive a future life. The other problem is somewhat related to over-thinking. It is taking ownership of negative feelings and their triggers. It is good to accept them, to examine them, to even question them, and then Let Them Go. It is an unfortunate programming error of most humans to not let go of negativity. Positive, uplifting, wonderful events we can easily dismiss as a fluke, happenstance, luck. This is true for most people.
I think that so much comes down to this; Being trans, you are taught by society that you are inherently bad. Therefore, bad begets bad. We deserve bad things. With self acceptance this tended to reverse for me. However there are still some pretty strong triggers that still affect me. Especially as my leanings towards fully transitioning are stronger.
Another tool I use is posting inspirational sayings or quotes. One that a friend told me one evening as I went on and on why I am crazy said "Argue for your limitations and sure enough they are yours", a quote from Illusions by Richard Bach of Jonathan Livingston Seagull fame. Both are must reads for me on like a yearly basis. Another posting is the Serenity Prayer, the full version. Also a daily affirmation.
Since living in my head, and being a world class "And then what?" player, I also have been very poor at being able to live in the moment. In part due to training myself that emotions are unacceptable to show, except anger as a male. They need to be first ignored or analyzed, which sure does not allow for being spontaneous.
My therapist recommended the practice of Mindfullness, or Mindful Meditation, best popularized by Jon Kabat-Zin. This sort of is part of the aboves examining your feelings and not taking ownership of them. I cannot say I've been able to really practice it as it is taught due to extenuating circumstances in my home life. However, I think what I have learned and been able to practice has helped.
I guess a common theme here is living your head is a usefull tool, just not the only tool. The old adage of "When all you have is a hammer, everything begins to look like a nail" certainly applies. Finding the right tool, For You, can be a trial and error process that takes time. Use that head to honestly asses the one you are learning. The tool may seem unwieldy, if not impossible to use at first. Yet, it may become an indispensable item in your toolbox once you get the hang of it