RE: Need some advice on plan...
Looks like the lower half of the plot has a PH problem. Or maybe its too wet alot of the year. Either way, that part of the plot is a good canidate for a fall plot. The rest could support a perenial like clover. I see some growing, and if you keep it mowed, it may even come to dominate for a while. - It does appear that some grasses are already in the plot - maybe they are in the mix - but the will eventually be the downfall of a clover plot.
Good luck this fall.