Yes, having the option for MAID holder to choose when to convert their MAID should remove any issues.
Worst case would be a forced conversion right and the end of a bull market, with prices tanking right after the conversion.
Imagine for example MAID was at 10$ and someone had bought 100 000 MAID at the ICO. Those MAID would then be worth 1 million dollars. Then that person wasn’t keeping up to date with everything that’s going on every day and a forced conversion happened. Then a little while later the price is at 1$ and that person is getting a tax bill for, say 20% of 1 million, which is 200 000$. Yet the coins that person is holding is at the time only worth 100 000$, so in the end they might end having to sell all their coins and still owe 100 000$. Tax authorities don’t care if it’s a bear market and won’t wait until prices raise. Instead maybe they’d just forcibly sell their house to cover the rest of the tax bill.
Forced conversions, whether it’s to MAID-ERC20 or SNT, have the risk of potentially getting lots of people into this kind of situations if the timing is bad.