As you can see, Jared, the original question concerning the worth of a tailwheel equiped 150 (or any other aircraft) has many answers, depending on a seemingly endless number of variables!

Any airplane is worth what we are willing to pay for it on any given day! Our only hope in preventing not being "had" is knowledge! You get that from asking questions (research) and listening to the answers! While this thread seemed to go "off topic", it is all pertinent information pertaining to owning and flying tailwheel aircraft ..... which takes you back to the original question!