Looks like this is the flight in question:
https://flightaware.com/live/flight/N32019/history/20210123/1653Z/3FD4/KORL
If that and the 17:01UTC timestamp in the Youtube clip are both correct, looks like he made the call that he was in the clouds around 8 minutes after departure and the low fuel call about 33 minutes into the flight.
Closest METARS around that time near 3FD4 (the point of departure) were:
KLEE 231753Z 03004KT 9SM -RA OVC006 18/18 A3010 RMK AO2 RAB32 SLP191 P0000 60006 T01780178 10183 20172 58005
KLEE 231653Z 02007KT 10SM OVC005 18/17 A3012 RMK AO2 SLP198 T01780172
KLEE 231651Z 03007KT 10SM OVC005 18/17 A3012 RMK AO2
KORL 231753Z 02007KT 5SM BR OVC004 19/18 A3009 RMK AO2 SLP194 60005 T01890178 10200 20189 50002
KORL 231751Z 01006KT 5SM BR OVC004 19/18 A3009 RMK AO2
KORL 231653Z 34006KT 10SM OVC006 19/18 A3011 RMK AO2 RAB1556E19 SLP198 P0000 T01940178
KORL 231553Z 15004KT 8SM OVC005 19/18 A3009 RMK AO2 RAB02E44 SLP191 P0004 T01940178
KISM 231756Z 36006KT 10SM BKN007 OVC018 19/19 A3010 RMK AO2 RAB15E37 SLP192 6//// T01940189 10200 20150 57006 PNO $
KISM 231711Z 34007KT 10SM BKN007 OVC018 19/19 A3011 RMK AO2 PNO $
KISM 231656Z 32005KT 10SM BKN005 BKN012 BKN021 19/19 A3011 RMK AO2 SLP196 T01940194 PNO $
KISM 231556Z 00000KT 10SM BKN005 BKN015 BKN022 18/18 A3010 RMK AO2 RAE47 SLP194 T01830183 PNO $
KINF 231755Z AUTO 05003KT 4SM BR OVC005 17/17 A3010 RMK AO2 P0001
KINF 231735Z AUTO 05003KT 4SM -RA BKN005 OVC012 17/17 A3011 RMK AO2 P0001
KINF 231715Z AUTO 04004KT 7SM -RA BKN005 OVC012 17/17 A3012 RMK AO2 P0001
KINF 231655Z AUTO 04004KT 3SM BR OVC005 17/17 A3013 RMK AO2
KINF 231635Z AUTO 02005KT 4SM BR OVC003 17/17 A3013 RMK AO2