MattN, for most OPE, I say that it doesn't matter what weight you use during break-in, just that you should change the oil early and often. At the 2 hour mark, then 6, then 10 or 12, then think about using the factory schedule.
Your motor has a spin-on filter? That will catch most of the break-in debris, so you don't have to drain it out so often. Maybe once at 10 hours, then assume the factory schedule.
boraticus is correct about the oil filter being able to hold a LOT of debris, so changing it often (after break in) is not necessary ... but then again, the dirtiest oil is in the filter. So, once I have secured a supply of reasonably-priced filters, I typically change the filter each time I change the oil.
I also use a bit of top oil (MMO, Lucas UCL or TCW3) in the gas every-other tankful when the engine is new to ease the breaking-in of the rings.
After break-in, I'd use 15W-40 in the warmer months (you're in Kentucky, after all) or 5W-40 year round ... both weights are HDEOs with the better add-pack.
Want 2nd (or 3rd or 4th) opinions locally? Don't talk to your dealer who is trying to sell you an overpriced OEM oil, ask independent small-engine guys. Most will tell you to use a HDEO oil. Weights will vary according to the local climate and the type of equipment in question.