After reading your posting carefully I would recommend the 172 for a few reasons, it is a much easier aircraft to fly , it will resale to a wider market and much quicker than the tail dragger, it will handle the outside weather better, you can take a third person or some luggage with you easier , parts are cheaper/maint is cheaper, insurance is cheaper, I could go on and on so just buy the 172 and be done with it...lol
Todd