The only time you "have" to weigh in is at the end of each round, assuming you want to get paid. When that time approaches, you start seeing big pop-up reminders so it becomes fairly obvious what to do. It is a lot like your starting verified weigh-in that I assume you did when you joined, with a special word to include in your picture. I think the "weigh-in Wednesday" message that showed up today refers to two things: 1) people who purchased weigh-in tokens when they registered can do these verified weigh-ins weekly to keep themselves accountable and enter sweepstakes for prizes. And 2), "weigh-in Wednesday" is probably also just a general reminder to everyone to check their weight weekly and log it so they can see their progress or lack thereof. I didn't buy tokens but I log my weight daily. I choose the link that says "log weight unofficially" or something like that, except at the end of a round when they give the special instructions.
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