>>1924692you need to submit your psych eval to the FAA and they will make a determination as to whether you will get a medical; if you can't get 1st/2nd class you cannot get paid to fly, period.
Your PPL will take on average 75 hours, you will need to do 50 hours of time building plus 40 hours under the hood to get an instrument rating, and you legally cannot take a Commercial ride with less than 250 hours (there are other requirements but total time is the big one).
Nearly all air taxi, on-demand cargo, or corporate flight departments won't talk to you until you have a minimum of 500 hours (and more competitively 750-1000), so the surest way to get from 250 to 500 is to be a CFI (it also reinforces a lot of the theory you did in your private and commercial course)
In order to fly for a regional or major airline you need to have an airline transport pilot's license, which requires 1500 hours of total time; in order to be a captain on certain corporate and charter operations you will also need an ATPL.
CFI's are feast or famine; if you're at a good flight school in an area with good weather and the economy is doing well you can fly as much as your butt allows, but when it gets slow you're going to need another income stream.
91/135 varies, but plan on an average of 50 flight hours per month, so extrapolate that from the 500 (really, 750) hours to get hired until the 1500 hours you can go to a regional or get a better corporate gig.
Besides being close to where you live, having aircraft availability and the weather being less than shit your flight school doesn't actually matter all that much, as long as you have good instructors and you're flying consistently
