I have had only one issue with Raise, and their customer service fixed the problem. The wait time before I got an actual rep on the phone was a tad ridiculous and they also disconnected me because their hours of operation ended while I was on hold. But I called the next day and they fixed the problem and gave me a $5.00 off coupon for making me wait on hold, which was nice.
However, I am very careful about what and when I buy. Generally, Ill only buy when I'm about to make a purchase and then go to raise to see if they have a gift card available for what I want to buy. I also try to buy a gift card which is just slightly less than what I am buying. I don't want to hold on to gift cards with balances on them for multiple reasons. I know I am not "maximizing" how much I could be "saving" or "churning", but I feel I am also minimizing the amount of headaches I'm exposing myself to.
I've been satisfied with Raise, using it the way I do.