Chiron is a difficult object to pin down! It's one of my current studies, and I don't think I understand it well enough to offer that much, but I will try anyways

I should add there is a new book by Adam Gainsburg called "Chiron: The Wisdom Of A Deeply Open Heart" which I am through about 30 pages of so far, and it is a fascinating read. Unlike Lass's book it is of a fairly small size, 155 pages, but like Lass, is quite concise. It is very much worth adding to your library should you be interested in Chiron, his views are fairly unique.
So far, from both my experiences with Chiron (which have been quite powerful) and from what I've read, the wound usually takes a form of a separation from something, sometimes even from yourself, and the healing process is the reuniting with what you have been separated from. Taking another view on this shows that the wound is a descent into duality, and the healing process involves the journey towards unity and wholeness of the self as well as with others.
My personal experience also indicates house placement is far more important than the sign placement of Chiron in your chart, although some others who have studied Chiron disagree with me on this, but both in my chart and that of others, I see the wound plays out based on the house placement more than anything else, yet the sign indicates the "feeling" of the wound...
For me, Taurus, indicating stability, or more realistically, the lack there of.. In the 4th, family and the home. When my IC progressed to Chiron, shortly after my first Chiron-Chiron square, my family split, I lost my natural home, and had to rely on folks other than blood relatives for a home. I was forced to create security for myself, and was pushed to learn how to live with the uncertain. Many not such a big deal for an adult, but I was not yet an adult at the time. As with most of us who have an early first square, we face our deep-seated troubles at an early age, which can be quite difficult but a strong character building experience. The age of the first and second Chiron squares varies widely from generation to generation, as Chiron has a very elliptical orbit, spending something like 65% of its time going through 25% of the zodiac if I recall correctly.
One may also gain a better understanding of their Chironic wounds and issues by looking at the events surrounding the first Chiron-Chiron square, when we get our first real taste of the wound. It is also important to look at the second square, the waning Chiron-Chiron square (270 degrees) for a continuation of these issues and as a guidepost as to how we've handled them.
The Chironic journey is highly personal and very deep, I find that one can not put specific definitions on Chiron because of this. His aspects in your Natal chart show further light on your wounds, with transits and progressions indicating important times of your life to help you connect with your Chironic journey.