Well, if you do live in Richmond I see it recommended you insulate to R49. They recommend I insulate to R60, but when I'm done I'll have a woeful R49. So, I went and calculated how many btu's I'd save going R60 instead of R49 over a winter. It came out to 9 gallons of oil/year. NOT worth it.
If you want to know how many btu's you'll save by insulating here are the results using the heating & cooling degree days for Richmond VA, with an attic that's 1400 sq. ft. I'm assuming yours is around that give or take. BTW your attic insulation I currently estimate it to be R13.
Going from
R13 to R30 by adding 5.5" cellulose insulation & 2x6's = savings of 5,739,828 btu's/year heating and 2,147,126 btu's/year cooling
R13 to R36 by adding 7.5" cellulose insulation & 2x8's = savings of 6,471,374 btu's/year heating and 2,420,780 btu's/year cooling
R13 to R49 by adding 11" cellulose insulation = savings of 7,441,793 btu's/year heating and 2,783,789 btu's/year cooling
Well, this was a bit of an upset for Richmond VA. I was hoping to show you that you should at least go to 7.5" of cellulose but at a savings of only 732,000 btu's of heating and 300,000 btu's of cooling, NOT going to be worth and neither is your states recommended levels. So, good choice on the 5.5" of cellulose. Wow, choosing to go 7.5" cellulose instead of 5.5" would take you 20 years before you saved yourself a cord of wood, and save you a whopping 6.5 gallons of oil per year.
Okay, 5.5" is a great idea for insulation. My recommendation is to rip out the OSB as Dylan suggested and this is the most important piece of information I can give you. Either, you attach the shelves so they hang from your rafters OR attach them to the floor but NOT both. I can't say which you should do. But, in my house, the previous owners did such. They attached 2x6's from the center of the rafters to the center of the ceiling joists below. They then put another layer of asphalt shingles on the roof and you know those things weigh a ton. Then, a huge snow storm came. The rafters with huge amounts of snow and 2 layers of shingles sagged a couple inches under the weight and since these 2x6's directly connected them to the ceiling rafters below THE CEILING SAGGED 2" also! It cracked and bowed and never sprung back. After buying the house, last year I set up supports in the basement, then into the living room, removed the 2x6's they had connecting the centers of the rafters to the ceiling joists, and with a car jack slowly cranked the ceiling back up beyond the 2" and then fastened them directly to the ridge itself. That has made a world of difference. So, my point is 5.5" cellulose is a good choice, and either fasten the shelves to the rafters/ridge or to the floor, not both and allow a couple inches for movement if you get a big snow load or such.