This is kind of a millennial social media Instagram influencer phenomena in general. No one’s life is that good, they portray a fake facade for the likes, follows and monetization. Views likes and subscribers = ads watched = revenue. In a way he’s just the airline pilot equivalent of the hot girl with 5 million followers doing duck face in front of the great pyramids.
That being said, he also seems to have a genuinely good attitude, some humility and grace about his luck and timing, and genuine passion for the industry. As such, I generally enjoy his videos and he seems like a genuinely nice guy. I suspect he comes from privilege and could walk away in the event of a furlough and not suffer the same economic consequences as a lot of us. When your baseline is “I hope I don’t lose my job because I love my job” vs “I hope I don’t lose my job because I’ll be homeless” you tend to live a less stressed, more carefree life. Therefore his perspective may not be “fake” per se, just out of touch with the real world consequences many of his followers may face in other than ideal job market conditions.
TL;DR - I don’t think he’s being purposely disingenuous, and he seems like a really nice guy. But with great power comes great responsibility - and he’s not doing an adequate job telling the other side of the story or explaining the historical context of the lost decade and why the pilot shortage which his career has benefitted so greatly from exists to begin with.