I've had 3 bills paid through Strike Bill Pay so far. All of them were paid successfully, though one resulted in the negative balance message I referenced.

I'm still very excited about this product and am really enjoying using it, I'd just hope that the UI could be slightly more clear to avoid causing users distress when it isn't due.

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Was the negative balance totally incorrect, or did it need to pull from both the bitcoin and cash balance?

It had already auto-sold the required amount of Bitcoin.

It may have been a delay between selling and crediting the cash balance to pay the bill. Either way, it resolved itself within hours and this is the same experience I've heard from others who have encountered this message.

Ah, that makes sense.