He may have 14 years on paper but Phil has realistically less than 2 years of picking up skills for his "job".
It took him years to convert to direct capture due to laziness
It took him years to change his video uploading format
It took him years to add anything (even as autistic as dressing up) new to his streams
The only thing you see a consistent progression is his begging. Begs on Youtube, Twitch, Patron, on stream, off stream, tweets.
He thinks he could get a job in the tech industry due to his years of "experience" but in reality he can't. Even if the employer looked past his shit reputation, he has zero skills to keep up with anyone. Even his whale wife looks a more able candidate for a tech job compared to Mr 14 Year Beggar.