Megan,
The exact nuances of your inquiry are beyond my scope of knowledge and experience, so I hope someone more informed chimes in. I’d suggest you think about what your goals are, and decide based on how the goal and the current path would play out. Why is it you are specifically interested in doing with your PPL? Will learning on a tailwheel at this time prepare you for that goal?
If your goal is to work toward and become a commercial airline pilot, I haven’t read anything by any of the mentors of this forum (all working commercial pilots, and thus WAY more qualified than I am, so listen to anything they might say with far greater attention!) suggesting that learning in a tailwheel is of any particular benefit over any other plane. I expect they would say, however, that having a busted checkride along the way is a tangible negative. One busted checkride won’t ground career aspirations, but if you have a choice between either a 20% success rate CFI and an 80% success rate (or better) CFI, go for the 80%!
Now, if you only intend to fly for fun, family, or whatever, and maybe you’ve got a tailwheel plane someone will let you use, it might behoove you to stick it out. However, I would strongly suggest being extra diligent in your studies, and learn everything backward and forward. It might even be worth it to find a tailwheel CFI at some other not-forever-far-away airport that you could do a few hours with, maybe even a mock check ride, to help prepare you. (Remember, I’m just spitballing - this is how my mind would approach the topic.) While a busted checkride won’t ground you, it’s probably still not the most pleasant thing to have on your record.
What brings you to the ATP Flight School forum (while not the name of it, that is who created & runs it)? It’s a great place - the mentors have plenty of good advice, if one searches for it and pokes around, and they’ll always answer directly and clearly, so far as I’ve seen. I found the forum while trying to decide if I was too old to make a career change (I’m not, found my answer!), and have read a LOT of things that have been helping me along my path so far!
For me, I have no specific need to learn a tailwheel. In your place, I’d find someone else on a different aircraft, because I’d want to get my PPL with as good an instructor as I could find/afford and not bust. It sounds like you already have doubts that this guy is the right way for you, but only you can really make that decision, based on your chosen path.
Sam
P.S. That does help - the Megan I know is in AZ or TX, I forget which, and is married to the aforementioned Tim. But hey, crazy things happen sometimes. I spent some time in Brazil, and after I’d been back home for 6 years I ran into a woman I’d met during my time in Brazil, when she was 14. I had also run into her older brother during the very first month back in the USA (where he already was when I was in Brazil), at a friend’s wedding reception. So I never discount the possibility of random connections anymore!