Appreciate all your valuable input on what hero should have done/could have done better on the river/turn/flop/pre-flop.
Pls include your rationale behind your decision. Your input is greatly appreciated!

Hand 1 (5/10 NL 2 Ante) - full ring

Preflop
BB (Villain) (896 chip stack) - 10 chips
UTG (2019 chip stack) - Raises to 20 chips
Cut-off (Hero) Ace Hearts/King Clubs (736 chip stack) - Raises to 66 chips
BB (Villain) calls for 56 more chips
UTG calls for 46 more chips

Flop - Board: 2D/2H/KH (Pot size: 217 chips)
BB checks
UTG checks
CO (Hero) bets 108 chips
BB (Villain) raises to 396 chips
UTG folds
CO (Hero) calls for additional 288 chips

Turn - Board: 2D/2H/KH/8H (Pot size: 1009 chips)
BB (Villain) checks
CO (Hero) checks

River - Board: 2D/2H/KH/8H/7C (Pot size: 1009 chips)
BB (Villain) jams 444 chips to go all-in
CO (Hero) ????
(Additional Info: BB (Villain) 53/8 (VPIP/PFR) - no other info)

Hand 2 (2/4 NL 2 Ante) - full ring

Preflop
UTG (Villain) (1186 chip stack) Limps with 4 chips
MP (Hero) - Ad/Jd raises to 22 chips
HJ calls for 22 more chios
But calls for 22 more chips

Flop - Board: 5s/4c/Js (Pot size: 108 chips)
UTG (Villain) checks
MP (Hero) bets 72 chips
HJ and But folds
UTG (Villain calls)

Turn - Board: 5s/4c/Js/9h (Pot size: 252 chips)
UTG (Villain) checks
MP (Hero) bets 168 chips
UTG (Villain) calls for 168 chips

River - Board: 5s/4c/Js/9h/Ks (Pot size: 1308 chips)
UTG (Villain) jams all in
Hero (132 chips left) ?????
(Note: no history on Villain)