Not sure why Jon would steer you away from the used HST.
As always, there are pros and cons to buying new vs. used and gear vs. HST. However, if it's a better deal, you'll love the hydro. It'll take you about 10 minutes to "get used to it" and you may never go back. Nothing wrong with gear. But, if I had had the choice between a slightly used CK30HST for less than my new CK25 gear. I wouldn't have hesitated to buy the HST (or If I had had ~$2-3K more to spend, I'd be in a new 30HST). And for the tasks I bought the tractor to do, I don't really need HST. But, I like it so much better that I would have spent the money if I had had it. Anyway, I just don't want you to be "afraid" of HST. I have machines with both types of trannies and the HST is awesome for mowing, loading, and plowing snow. It can be a real time (and body) saver.