So I said I would keep all of you posted as to what I decided to do. Kept the Cub, never got the cub plow to work, borrowed my neighbors plow which is for a Farmall A but works with any fast hitch and my Cub. Got the garden in and harvested. Turned the garden and my neighbor brought over his PTO tiller this fall and tilled for a winter garden. A special thanks to my neighbor for all his help this year.
In the mean time I was thinking about everyone's suggestions and the following is what I purchased and/or have done to go forward. Found out how to change setup of rear Massey wheels and set up to 6 ft wide stance. This will work for hogging and the garden. I have picked up a 1 point bottom plow for the Massey which will take care of that task and the guy who sold it to me gave me great deal on a boom pole too, so no more trying to pick up things that are heavy. I picked up a 72"KK Tiller to till the garden and the guy that sold me that had a 6 ft scrap blade he gave me a deal on too. So I can disc and cultivate with the Cub.
So, I started out 13 years ago with a Craftsman garden/mower tractor with 10" mold board plow and a lot of hard work to do a garden. Had it got the equipment I purchased this year just to mow and do a garden I might be in better physical shape than I am today. Now that I have all the right equipment I may just have to open a roadside stand to make some of my cash back. But the plan going forward will be to plow with the Massey and plow in the fall, till with the Massey and King Kutter tiller in the spring and continue to use the Cub for cultivating and the cultivators will stay on the Cub. The Massey will handle the field mowing.
Again thanks for all of you recommendations though I think maybe I'm just a bit crazy all of the above just to avoid the grocery store.