wow - you could try to find two motors that are more different...
speed i see as two things - torque (off the line acceleration) and top speed.
It will *always* depend on your gearing. Find the youtube video of the guy that goes 55 or 60mph on an e-board.
you are comparing a 50mm vs 63mm to start and a 270kv vs 190kv - all else being equal (which it isn't). So equally geared with the same voltage to both - the 270kv motor will have a higher top speed. But likely the 63mm R-Spec will start and accelerate faster.
How about we determine what you are trying to do - besides "speed"?
How heavy are you? What board do you have (motor clearance may be an issue)? Use - hills or flats? What's your top speed goal? It's all doable in the gearing, but just depends on how much you are willing to sacrifice at the bottom end when starting.
I personally have tried to keep my motors at lower kv - 200/190 and trying out a 149 SK3. The best quality feel i've found has been the R-Spec, but also recommend you check out the Tacon bigfood which is supposed to be excellent (if you can find one they're also almost 1/2 the price of an R-Spec).
Edit - almost forgot - do you want Dual Rear or Dual Diagonal motors? DR vs DD - lots of debate, but the biggest issue is usually motor length. Your 5065 motor is difficult to run DR since it's 65mm long/wide. I did run DR 5065, but had to use Paris 195 trucks with two 5mm spacers. I had it geared for a top speed of 25mph, hit 30mph once with a tailwind. (all in the gearing - do you have a gearing calculator yet? give me some of your specs - Wheels (size), # Battery S (6/8/10s), Motor gear (#t), Wheel gear (#t) and i can show you the top speed pretty close to real life).
HTH - GL!