At the risk of sounding like a broken record, I find myself saying this a lot lately but here I go again. We all come to sailing with our own specific needs, our own specific goals and our own specific capabilities. The neat thing about sailing is that we all donít have to agree that there is only one right way to go sailing. There is no more truth in expecting that there is one universally right answer about many aspects of sailing than there is in trying to prove that vanilla ice cream is universally better than strawberry ice cream. One area of sailing for which there is no one universally right answer involves the amount of knowledge one needs to go sailing.
For some, all they need or want to know about sailing is just enough knowledge to safely leave the slip sail where they want and get back safely. There is nothing inherently wrong with that approach. But for others, like myself, there is much more to sailing than simply developing a rudimentary knowledge of sailing basics. If you fall into that camp, it is next to impossible to learn to sail really well on a boat as large as the one in question.
While I am in no way suggesting that this makes sense for everyone, for those who really want to learn to sail well, I strongly suggest that they start out owning a used 23 to 27 foot, responsive, light-weight, tiller steered, fin keel/spade rudder (ideally fractionally rigged) sloop (or if they are athletically inclined then a dinghy.) Boats like these provide the kind of feedback that is so necessary to teach a newcomer how to really sail well. By sailing well I mean understanding the nuances of boat handling and sail trim in a way that cannot be learned on a larger boat. Used small boats generally hold their values quite well so that after a few years or so of learning, you should be able to get most of your money out of the small boat and move on to a bigger boat actually knowing something about the desirable characteristics of a boat that appeal to you as an experienced sailor rather than some stranger on some Internet BB.