I'd defer to Jim for just about all of this but I'd speculate that your end mill is <ahem> not optimally configured at this point
Dry cutting is OK if you have the means of clearing chips and keeping the cutter cool. This is my method - maybe not the best but seems to work.
It's just a small air valve and air wand attached to a magnetic base. I adjust the little air valve to obtain a trickle of shop air - just enough to clear the chips from the cutter. It's not good to blow chips all over the place, they tend to end up in places that later cause problems, LOL. The air obviously cools the cutter as well as clearing chips.
Not visible from this angle but a similar arrangement on the far side provides coolant spray through a wand directed toward the cutter from a reservoir and coolant pump. I rarely use it though - it's a mess and the coolant tends to get stinky after sitting in the reservoir for a few months.
View attachment 100611
P.S. Jim mentioned the resistance to feed increasing dramatically with a dull cutter. That's something that needs to be monitored, even when using power table feed. My personal practice is to introduce the cutter into the work by hand, then feed it by hand for a bit before engaging power feed.
I believe that it's also good practice to disengage the power feed occasionally and check cutting resistance by moving the table by hand. You'll learn by doing ... the "feel" and sound of the cutting process will provide feedback that tells you how the work is progressing