Even a new makita 6100 wasn't starting first pull this summer. But it was 38 degrees celcius in the shade, I was cutting 60-70cm diameter beech logs still green but no rotten cores at all. Full sun ,hard wood but still it would start 3-4 pull... Never worried about it...
I wouldn't drill holes in air filter cover if the manufacturer didn't design it that way!
If a 2 stroke chainsaw starts hard ,first thing I would look at is the compression,then spark to the plug ,lastly gasoline in the tank!
Things learned from about 23-25 years ago when I had a Cz-175 motorcycle! 2 stroke of course and made in 1956 (I think...).
Long gone now to a collector guy! Keeps it cleaner then I am