Ahh! So I spoke with a Toro mechanic - it's covered under warranty...can either replace entire shroud (not the best option) or get the free solution (free shipping, free part, not free waste of your time but helpful mechanic!). The part is an oil drain service kit - in my case, #144-0976. The...
I thought I was being gentle enough but the drain line was pretty stuck. Didn't notice I sheared it off until attempting to reattach and not finding the "spigot". Huge bummer after only a few hours of use.