I have flown in the back of a 231 for 8 years. granted this was from the day I was born, to about 8 years old. I got checked out to fly DA40 so i can rent those at the moment and get hours. I do like mooneys though, a lot. they are really really good looking planes, especially the modern ones. Both my parents have about 500 hours in mooneys so that might help too. my dad has the mooney mentality which is once a mooney owner, always a mooney owner. The gear does scare me a bit, but i feel i can get used to that. I took a seat in the back of an acclaim, and to be completely honest, that thing is really spacious. Way more than enough space with 4 people. some mooney O3's I have seen have a UL of about 1050, and i'm not really looking for AC or Fiki as I live in SoCal. 1050 is an optimistic number, but I have found a couple, and i'm not in a rush to get it. I don't see the point of the 6 seat saratogas or pipers as the have the same UL as the mooney at a higher fuel burn, slower speed, and most of them are turbos, which for then time being I would like to stay away from. I also heard its a good idea to stay away from retractable gear cessna's.
when ever I travel, i will be flying with 4 people, or there will be 3 or 4 instances where i will do my yearly trip up to whistler and it will be 2 people and 3 bikes.