I'm from Malaysia and I have visa-free entry to the Schengen area for 90 days. On January 1st, my visa-free entry renews. I'm running an Internet start up and am based in Toronto, Ontario, Canada.
I'm planning to enter the Schengen area again on the 31st since I want to celebrate New Year's Eve and my engagement ceremony on that day. My fiance and I aren't married yet but we are getting engaged on the 31st. He is Austrian, so that isn't an issue, but if I enter the Schengen area on the 31st, a day before my Visa free entry date starts, would that be a problem?
I've already applied for my Rot-Weis-ROT CARD so that I can establish my start-up in Austria. It's been 6 weeks since I applied for it in October (2nd or 3rd week) and they probably received my application in November. They have also had a recent election, which has slowed down the process according to my fiance.
Is this possible?