I agree, Jason.
I'm in the same time zone as WGT so the day resets in the late afternoon/early evening here. The easiest way to keep a streak alive is simply to play one hole before you go to bed every night. Then you can do whatever the following day and not worry about the reset time.
When I was briefly interested in a streak I just played #9 at St. Andrews every night. From those tees most people can drive the green; the green is flat so it's easy to 1- or 2-putt. The fairway is really wide. There's no water so you won't lose any golf balls. Or you can just use the starter balls for that one hole. Very easy to maintain a streak that way.
That said, WGT has acknowledged in the past that there is a bug they haven't been able to specifically pinpoint and fix. Some people do actually play every day and sometimes the consecutive days reset on their own. The vast majority of the time, though, it is user error.
In the big picture of life, game playing and WGT, the loss of a few days' streak is not really a big deal. Just a little irritating.