Hello @PointBreakTacos thanks for your post. I love talking about Square Loyalty programs! I use one myself in my business and I'm always trying to figure out how to tweak it to get the best results. A few things to think about with your loyalty program. First, there is an option to give extra points or stars (rewards) to a customer giving you their email address. Have you set this up? This will help your customers get to a reward faster, and also give you more data for your business to help reach your customers with Square Marketing (for emails etc.)
I have my loyalty program structured into several tiers, so they can earn rewards and redeem them at different levels. For example, they can redeem 3 stars for a reward, or save them and redeem 5 stars (or 7 or ten) for other rewards that increase in value. Some of my customers redeem right away while others tend to save them. You may want to consider offering a lesser reward at $25 or $50 level; this would reward customers with "less patience" lol and keep them interested in your loyalty program. They would still have the option to save them to redeem a better reward for the $100 amount.
Just a thought, I've found the best results in offering different levels of rewards to match the different spending patterns of my customers. I have shoppers that come in monthly, while some on visit a few times a year. I have a gift shop so the frequency of visitors to your restaurant is probably more often than my customers.
