MLG operates MLG.tv, the #1 online broadcast network for professional level competitive gaming; the MLG Pro Circuit, the longest-running eSports league in North America; and GameBattles, the largest cross platform online gaming tournament system with 9 million registered users across the globe.
Keeping the Surface Connect port and making the Surface Dock compatible with the Surface Pro 3 in the process instead of replacing it with a symmetrical and reversible USB-C port is a tradeoff I posit Microsoft thinks is worthwhile at this stage.
That's a great question. Yes, the Surface Pro can handle more then 1 monitor. You can connect a monitor via HDMI through the Mini DisplayPort, and connect another monitor via USB video card. You can also use a USB 3.0 Hub to increase your USB ports to make room for the USB video card.