Wearing the boots (almost) every day for nearly a year is a bad idea...unless you don't mind buying new shoes/soles regularly. Whoever said "wear the hell out of them. They're boots you idiot" gave you shxtty advice.
Yes, success means having a scheduled interview date and time. Without that, you've got a "maybe" at best. That's better than a "no," but it's still not a success. It's not a "bad" end to the interview, but it's not a great one either.
In general, made-to-order only means that they don't have a stock of them sitting around. They make the item in the pre-set style when you order it. It's like ordering food from a place that starts cooking when you order but won't change the ingredients. Custom usually means that you have more freedom to adjust the style.