In general the teeth edges on the ring gear on a flex plate/flywheel will be the tapered on the side that goes to the bendix/starter drive to allow it the engage smoother. If you can see through the inspection plate or where you pulled the starter you may be able to see this. This will be a problem but usually the motor still turns over. A couple of other things along these lines I have seen are the flex plate was not mounted true (Sort of not pulled on with the bolts squarely) which results with it being on warped which leads to tight spots turning over. Also, I have seen trannys pulled on crooked with the bolts on the dowels and resulted in starter binding.
In general if you turned the motor with the breaker bar (and I mean without hanging on it with a piece of pipe) the starter should turn it over. This is not like the old days (when we poured babbet bearings in the Chevy 216's, not inserts) and you sometimes had to drag the car around in gear with a tractor to first get it to fire up. Good luck and let us know.
Bill
In general if you turned the motor with the breaker bar (and I mean without hanging on it with a piece of pipe) the starter should turn it over. This is not like the old days (when we poured babbet bearings in the Chevy 216's, not inserts) and you sometimes had to drag the car around in gear with a tractor to first get it to fire up. Good luck and let us know.
Bill