I launch/retrieve 50 times a year.

Chains - Forget it.

Your performance retrieving the boat is based on several factors:

- % Grade of the ramp -

Some lake ramps are not steep and 2wd will be fine. Most ocean ramps are steep due to tidal drop.

- Condition of ramp-

If the ramp is smooth asphalt (or concrete) and covered with slime below the low water mark, a big problem. If there are grooves or a texture (cement with large agregate) it will be easier.

- Tongue length of trailer-

If you have a long tongue, the truck will be as far from the water as possible. This is preferred.

- Tires-

An all season set of tires that are old will not perform.

I witnessed a 90's tacoma 2wd attempt to pull out a 17ft bow rider on a moderately steep but slimy ramp. Driver lost momentum and all forward motion before trailer tires were even out of the water. Tires spun out and then truck slid back down. All attempts to stop failed. When the truck finally did stop it was submerged up to the driver's seat. Fortunately, the engine was still running so it didn't get wrecked.

I dropped my trailer, pulled the truck and unloaded trailer out then retrieved their boat with their trailer for them.