I'm not sure if we are supposed to respond here, but here goes...gonna address your questions in order:
Is it a big deal to put the tip on the receipt? Does that piss drivers off? Clearly cash is king but often I'd be pulling together $1's and quarters and I feel cheap doing that. Would drivers prefer loose change vs. tip on the card?
Gonna answer this in two parts, with color denoting question/answer. As to this, it depends on the driver.
Most drivers will say they prefer cash vs credit, as there is the "myth" that if we claim all our cash tips like we are supposed to, then we won't have a paycheck left, which is completely inaccurate. At my store, I claim all tips and compared my check with a coworker who claimed somewhere between 1/3 and 1/2 of the amount I claimed. Our hours worked were less than an hour difference, yet my taxes totaled about 20 less than hers, which is negligible (we both have no dependents and listed as single on our tax worksheet) As for change, some drivers don't like carrying a lot of change, so they might say they hate it when people tip in change. Personally, I don't mind (I don't, it goes into a jar which I deposit every couple months, split between my vehicle savings fund and my daughter's college fund)I read such conflicting numbers on expected tips. I have a girlfriend that delivers in the city and she expects 20%, she almost never gets it and is in a constant state of irritation about it. That feels so wrong to me, a % of the cost is what I do when someone has to seat me at a clean table, take my order, fill my water glass, serve my food and clean up after me. What difference does it make if I order a plain cheese pizza vs one with the works? A medium pizza box is a medium pizza box irrespective of its contents.
It doesn't really matter what you order, but the standard that most knowledgeable people here would say is $3 or 15%, whichever is higher. While we may not be seating you at a clean table, taking your order (we might be), filling your glass, or cleaning up after you...we have a much more dangerous job and we do bring the pizza to you. It might not seem like much of a difference in a single pizza scenario, but it matters a great deal between that single cheese and 3 or 4 larges, multiple orders of wings, etc. The more the order costs, GENERALLY means more work for the driver and more opportunities for something to go wrong, which, depending on the shop, will mean lower income if they miss out on other orders to fix something that, in all probability, wasn't their fault anyway.
I've always tipped $5 unless I get 3 or more pizzas... then it's $2/per pizza
In all likelihood, you're already tipping 15% or higher...depends on the shop, but at mine, a medium cheese would run you $14 (without any coupons), so 15% would be $2.10, which is about what you are already tipping (assuming 3 pizzas). Either way, I would say you are already tipping great, but your mileage may vary.