I enjoyed hearing your plans and some of the planned changes. Being flexible is key to success. Having been a homesteader for 39+ years, I call plans and actions 'temporary' at best. lol
For your future pastures, I will suggest growing oats. The reasons are; oats create a large root mass and crowd out most weeds, so you're cleaning the slate before seeding pasture grasses. We usually grow the oats out until they reach the 'milky' stage (when the seeds exude a milk when you squeeze them) and the oat hay is still green. At this point turn the grazers on it or harvest (weed-eater) and dry for storage. Depending on the season plant pasture seed in the oat stubble. Oats take about 2 months and you probably can start early spring and still end early enough to have pasture established in the summer.
Our milk goats love this and it makes for some good milk too.
I hope this helps you on your homestead journey.
The best to you and your family for a HappyThanksgiving.