Good question, it's always been one of the most annoying aspects of the GUI's behavior that it doesn't automatically cut the amount by the fee if necessary (or at least prompt with an option to do so).
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Sir @blocktrades, the simple answer was Whaleshares never get cut in fractions, it always get cut in whole units. @rockg must not have enough whaleshares remaining to transact the entry. He must have used all the whaleshares, now he must pay processing fees in BTS.
Anyways sir @blocktrades, I love your service and I use it most of the times, actually more than bittrex and poloniex. It's very easy and it takes very less time to complete the transactions. I never get the chance to thank you for your services. You're an inseparable part of steemit .
My first witness vote for you because your support for minnowsupport. Keep it up your work and support minnow.