Well, I don't try to "get as much fill as I can", because I'm comfortable with just about anything over 50% rated fill. It's no problem to add more gas when I notice the power dropping, and I get a lot of fills from standard 20 or 24 oz paintball tanks.
First off, I ONLY fill the gun when it and my donor tank are at the same temperature (and that's usually "room temp", about 20-25 degrees C). At this range of temps, the pressure in either the gun or tank will be between 850 and about 925 psi, and not nearly enough to rupture the blow-out disks on my tank or fill line.
Filling tank-to-tank at the same temps (or in this case, tank-to-gun), you can't get MORE pressure in the gun than there was in the donor tank to begin with. In fact, the pressure in the gun will be a little bit less, just because it is stealing volume from the donor tank, and the pressure between the two will equalize.
So, if your donor tank is at or below 100% rated fill (7/16th oz CO2 per cu in), your gun will be too.

What I do is this:
I set my gun(s) on the floor, standing up vertically with the fill adaptor as high as possible.
Attach the fill line to the tank and to the gun's adaptor.
Turn the donor tank upside down, to allow liquid CO2 to transfer.
Open the valve on my fill line and transfer CO2 for several seconds until pressure equalizes (with my fill apparatus, I can hear the transfer).
When the liquid CO2 enters the gun's gas tube, most of it flashes into vapor (because the pressure is intially so much lower than in the donor tank). As the pressure between the two equalizes, more of the transfer is liquid. This takes only a few seconds.
Now: with the valve left open, I turn the donor tank right-way-up, and walk away for a minute or so. This is just for my peace of mind, because I know, deep down, that the laws of vapor pressures and equilibrium don't need for me to allow time for equalization of the vapor/liquid partitions. But still, that's how I've done CO2 bulk fill for years, since waaaay before I went to university and got a degree in physics... Back then, I was afraid I would accidentally "cram my gun full of liquid CO2 only", which WOULD be bad. Now I know I can't possibly do that (without seriously chilling the gun and probably using a pump to transfer...), so I shouldn't worry, but it doesn't hurt to let it sit, and it makes me feel safer

Always use equipment with burst-disks.
I say don't chill your tanks or guns before filling them to try and get >100% fill... Probably because I am a chicken
