Learn English – What does this mean: “it’s all too easy to come up short when someone has their eyes to the sky .”

meaning

Can someone please explain to me what the bolded sentence means in the following passage

Anyone who’s been to Sonic knows what unmet expectations feel like. If you’re a small business owner, you’ve probably come to hate the verb “expect” more than any other. Customers have a whole lot of dreams about what you can deliver, and it’s all too easy to come up short when someone has their eyes to the sky.

Best Answer

The bolded phrase means it's easy to fail to meet high expectations.

When someone has their "eyes to the sky" they are expecting a lot, and when that happens it's easy to "come up short" or "fall short of" or "fail to meet" those high expectations.