This policy varies by location. Cash registers are not hard coded at this time. Look for a store with very light traffic -- they'll be less likely to turn away the extra business.

Bought 4 OVs in one transaction today. No issues.

The CVS manager asks me about what's going on with these gift cards. I tell him that I'm paying tuition fee with Gift cards. He goes, can't you pay it with FB's, I tell him the College won't take credit cards. So he says, oh I see and then he let me buy the 4 VGCs. THe college was off the cuff thing, came to my mind. Later on I realized, he could have asked me, if you can't pay fee with FBs then how are you able to pay it with Vanilla. Fortunately he didn't think of it.

Anyone has a better story to tell if they ask you why are you purchasing so many gift cards? not only 4 in one transaction but on successive days. Small store would know you personally.

If you can't dazzle them with brilliance, baffle them with [redacted].

The truth. Tell them it's for miles; the only people who work at CVS and understand credit card rewards are the Pharm-Ds.

I tell them it's for the miles as well, most just blow it off and make a comment about wanting to travel more.

Business as usual in my NY CVS today.

I was thinking I'd say I need to pay sth online and the FBs don't work , so I use them to buy OVs, which do work. There's no way they'll know, unless they're into this game themselves. Then they guy at the register didn't seem to care at all when he saw the FB, so maybe I could just tell them that this card earns 5% at CVS and that's why I do it. I think that's too risky though, so I'll probably go with the online story, if need be.

Not even close to true. Lots of the cashiers and managers completely understand the basic concept and sometimes even some of the more detailed bits.

I just tell them its for miles. Actually I told the CVS cashier that she was like "Wow that's awesome!" Every time I see her now, she's super nice and helpful!

Yup.
Three general types of people:
1. You're suspicious and I'm a volunteer sheriff like Dwight Schrute!!
2. I don't care what you're doing - the computer allows it
3. Haha, that's pretty clever! It really works? Neat!

Pretty spot on!

I do feel its better to be honest. A side note, I also told my credit union what I do (after they asked why I have so many money orders) and they had the same reaction: "Wow that's cool!" Every time I come in, I'm the "miles guy" hahaha.

Did you elaborate it in details or just give them little bits and pieces? Once you tell them it is for miles, they are not going to be nosy and wouldn't really want to know how exactly you do it.

That is if they ever ask. Most of the time they just go "That's cool!" and then it usually stops there. However, I've been asked a couple of times and I give them the basic cycle: Buy Gift Cards with CC, then turn to MO and then deposit to Bank and then pay off CC. That's about as far as it has gone.

This is so true. What's even funner is trying to profile people into which category they will be. The cashier cops are so funny. Oooh you turned me down! You feel better about yourself now?

It's really getting ridiculous. The cards are not gift cards. They are prepaid Visa cards that are accepting anywhere that Visa is. It says this right in the terms and conditions. To not accept them is mostly likely a violation of their merchant agreement. They simply say gift on the front because people often give them as gifts.