trying to put a tire on for the first time. won't inflate?

[LongRanger_imp]

My local independent shop will mount tires off the bike for $20 each, while you wait. I buy my tires online and he's more than happy to take my money. For me, it's a no-brainer, but if I had to do it all over again, I should have purchased a No-Mar tire changing machine when I thought about it 25 years ago so I could avoid all of those pesky $20 tire changes (it adds up when you have more than one bike to maintain).