Chad: My thoughts on this, being a 72" cut mower, you should be able to set front wheel tread wide enough that caster wheels will bolt on the inside mounts, and not strike front wheels.
If I had a L306 on an A, I'd also set rear wheel tread wider, then given the Woods mower shape you can set it back closer to rear wheels with those rear wheel set wider.
If you want to trade mowers, I'd love to have a 306, then I could set my wheel tread at 60" or 64". Get an A or SA set that wide it will climb a mountain without fear of upset. You'd also find, rear wheel set wide would lessen the scalping.
I'm running my 140 on 68" wheel tread this summer, doing some two row cultivating in cabbage. When I go to or want to leave the field, I can climb the 5' highway embankment just about anywhere I choose. I don't think one could upset one of these set that wide, it would slide first.
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