HPN CLT connections
I did HPN-CLT-TPA a couple of weeks ago RT. I too had between 75 to 90 minutes to connect each way. You will arrive CLT at the E gates which make for a bit of a walk if your connection is in the B or C gates. It can be done in 15 to 20 minutes.
Note you'll be flying on a CR-700 or CR-900 from and to HPN. This requires valet baggage check for all wheeled bags. You'll drop them inside the boarding gate and will need to wait for them planeside in CLT to continue your trip. This can add 10ish minutes before you can make your connection. I own and travel with a Redoxx Air Boss bag (no wheels) which fits in the small overhead - so I don't have to wait and lose the extra time when making a tight connection.
FWIW, on my trip about two weeks ago, my 75-90 minute connection both ways was long enough for a quick drink in the Admirals club before continuing to my next flight.
As long as the weather is ok you should make the connection in CLT. Good luck