@h2o.skier85, I had the same concerns with my 93 Mastercraft (351W 285HO). I would disconnect the hose at the output of the tranny cooler, insert garden hose and idle until up to temp. I would then remove hose and pour 4-5 gallons of antifreeze in as the engine idled. I found that after reconnecting the hose, as the engine cooled, anti freeze would seep backwards through the system, through the tranny cooler, and even fill the water strainer. I never had a problem in 15 years of New England winters.