Jason based on your original questions there are a few ways to look at this.
First it is important that everyone understand that NOBODY can predict who will, when and under what circumstances become a victim of DCS.
With all the various softwares out there you need to look at what they can do and the information they provide. YOU NEED TO DECIDE WHAT PROGRAM and HOW YOU WANT TO MAKE A DECO DIVE. Talk with others to see what they have done and how they do it and what they use to plan it. Deco diving is a personal thing each and every time.
A way to look at Jason's question should you not have the luxury of knowing the dive site or having talked to anyone about it, is that you can ratio by tables or computers or purely computer fly. These are not always the best way to go about it but they are not really a wrong approach either. Remember NO ONE CAN PREDICT....... you get the idea.
The following is and example of what I did during a dive in the Yucatan to a depth of just better then 200 ft in a unexplored cenote, which we plummed the depth first to the debris mound.
Since you may not know the dive site you can pick a set of pre determined depths, example say 60 ft, 100 ft, 130 ft. Run or review tables for these depths. Calculate your air requirements based on the deepest depth and for the greatest amount of time you plan on spending with considerations to the environment you are diving in. Your greatest amount of time is at least 5 minutes greater then you actually would spend at depth. You would also run tables for the exact time and 5 minutes less then you plan. Now during the dive if you realize that you do not get to your greater depth you will have the tables to still follow. As it is not likely at 130 ft that you would have a deco stop at 60 ft just hold to your times and deco stop points anyway. If you have computers (you should have two) then you could fall back on them. I would not increase my time though because I'm at a shallower depth, not a good choice. Major conservatism here you and may even consider doing the time solely as if on straight air. Just exit and replan for another dive to the depth you reached. You are now exploring the dive site
Now if the depth is greater then what you planned for it is simple just don't go deeper than your planned depth and times. Surface and replan to make another dive later at the new greater known depth.
Remember depth air and time are the controlling factors of any dive anytime you reach one of these marks you turn the dive and exit, in the case of a cave you can also add penetration distance as another factor
Something to consider???