OP,
Health insurance, especially individual health insurance varies in every state... recommendations as to coverage, price etc is all state specific.
I do Commercial Health and life insurance as my daily job. I work for an agency and we are appointed commercially in every state, we have our health and life license in only 4 states. (MI, AZ, FL, and NJ).
What I will say is given a prescription you can easily be denied individual coverage, there are no mandates (in most states) that require all the players take on medical conditions. Given that you are most likely going to be stuck writing two policies one for you on a medically underwritten carrier, and one for the wife on a guaranteed insurer, i.e. anthem, Blue Cross etc.
If you have any sort of LLC, or business it would be best to also check into getting the insurance under that name, getting a "group" plan has many advantages compared to the individual market.
Another thing you may consider is the temporary insurance available to you... they can normally run from 1 month - 6 or 12 months, and can be renewed a time or two. No underwriting but its major medical only, and most times no RX coverage.
Other factors that effect your rate on health.
Zip code
Age
Health history
Tobacco use (possibly)
Good luck.