Let me offer up my list, sorted loosely into categories that may overlap .
The Finer Points: https://www.youtube.com/user/OnTheFlightLine/featured a Bay Area flight instructor.
Dick Rochfort: https://www.youtube.com/user/rwrpilottraining/featured primarily training in Malibu and Meridian lines.
Aviation 101: https://www.youtube.com/user/MrAviation101/featured evolution of a student pilot turned flight instructor, turned aviation advocate and enthusiast
Joy of Flying -
Baron Pilot : https://www.youtube.com/user/77EG/featured Baron flying around Florida.
Fly8MA: https://www.youtube.com/channel/UC9QcDyVGdOyuXHgN_WcyRaA/featured I especially enjoy their Alaska series.
Martin Pauly: https://www.youtube.com/user/martinpauly/featured Bonanza pilot with periodic educational clips.
Matt Guthmiller: https://www.youtube.com/user/LimitlessHz/featured Bonanza pilot flying everywhere around the world.
Life in the FL: https://www.youtube.com/channel/UC9CTZjYXYBMCrKLCXdOaMqQ/featured Meridian pilot using his plane to travel as part of a rock cover band.
Malibu Flyer: https://www.youtube.com/channel/UCD_3G6SW9QzLo-xfSnXKIYg/featured A man and his family enjoy trips around the southern US.
Man and a Mooney: https://www.youtube.com/channel/UCPg5TgQZeL0elB0uXqGs8zw/featured Vintage Mooney pilot in Colorado. Only a few clips but some good high-altitude stuff.
Niko’s Wings: https://www.youtube.com/user/nikolaki70/featured Cirrus Pilot
Steveo1Kinevo: https://www.youtube.com/user/steveo1kinevo/featured Popular TBM pilot.
The Ren Baron: https://www.youtube.com/channel/UCgs1-nEzcc7fSP5OUCJn5yA/featured A new Cirrus pilot learning to fly.
Premier 1 Driver: https://www.youtube.com/user/gregmink/featured Very popular Beechcraft Premier pilot using his plan in support of his business, family, and aviation advocacy
Captain Moonbeam: https://www.youtube.com/user/captmoonbeam/featured Life of a corporate pilot.
CitationMax: https://www.youtube.com/channel/UCnwxBsijr0eaDd18MJIAt4Q/videos A young man moving from Cirrus SR, to Cirrus Jet, to Cessna M2, to Cessna CJ3
Corporate Pilot Life: https://www.youtube.com/channel/UCtAq7j6lUtIpVU06_Sq1FHw/featured Life of a Gulfstream pilot
Guido Warnecke: https://www.youtube.com/user/okguido/featured Very well disciplined corporate jet pilot. Can learn a lot from observation here.
JesseFlies: https://www.youtube.com/channel/UCZtQWTcsZDvlO_fyEFkBAag/featured Former Phenom corporate pilot
Off Airport, Experimental, Construction -
Trent Palmer: https://www.youtube.com/user/boredentertainment88/featured Back country flying produced extremely well by a video professional.
Mike Patey: https://www.youtube.com/channel/UCSvdee86uThqIrloZjWwNVg/featured Airplane builder extraordinaire.
Cubonaut875: https://www.youtube.com/user/Cubonaut875/featured Morning hops from farm to farm in a Cub.