Get a GOOD balnced Medium grit wheel and LEARN to sharpen "Offhand" on it with a steady rest for the back of one (gloved) hand,...and eye / respiratory protection, as well.
I OWN a couple or Three thousand "Drill Bits",....and find it WAY cheaper to just replace the small "Number Drills" than to fight with sharpening em'.....
If you're drilling a LOT of "Tool Steel" maybe you should be looking in a new direction,....Carbide is NOT "Rocket Science".
GTC