All his office jobs yes, but he held at least two retail jobs where he left voluntarily: In high school he worked at a food court making salads then in university he worked at Circuit City.
Now for the funny stuff:
Phil's alleged first job post-university was at Wells-Fargo. He has claimed that he either got fired for making a bogus HR complaint because his manager was dating a girl he liked (I can believe this) or because he realized the bank was approving mortgages for people who could not afford them, he found this unethical, and so he resigned in protest (please stop laughing).
The reason I say "alleged" is that in both versions of the Wells-Fargo story, Phil claims he went straight to the helicopter factory in 2005. This is contradicted by documents from the Connecticut Department of Labor (
link) which ruled that he was terminated from Best Buy for cause in early 2006. Phil is not the kind of person who'd work a second job for extra money, which in my opinion makes lying about Wells-Fargo the most likely explanation. For even more lulz Phil and Best Buy agreed that the termination was over misusing $3.00 in employee perks to purchase a few PS2s which makes me think they could not stand him and just wanted an excuse to fire him. Of course it wouldn't be Phil without ego and shameless grifting, so he went onto the Shoryuken forums to fish for sympathy and asspats because he was planning to lend the PS2s to an upcoming tourney. This ended hilariously and poorly when the other SRK posters pretty much told him "what did you THINK was going to happen, of course you should have been fired for fraud". He took this poorly and called them a bunch of exceptional ingrates.
This brings us to Helicopter Support Inc. (HSI). Phil likes to say he worked for Sikorsky but they were just the parent company and took a very hands-off approach to HSI (which they bought from another company in the 1990s). In his own telling he was hired in by his father and transferred several times, then he was laid off in late 2010. Personally I think it was a layoff instead of termination for cause because he did not file another complaint with the Department of Labor, but that's just speculation and we will never know what really happened. All we can say with certainty is that he quickly decided to do Youtube full time in place of another real job.
Edit to avoid double post:
I disagree because, as shown above, he's been fired or laid off from all his jobs other than basic retail. Even if he didn't do something way over the line, his attitude + ineptitude would make him very likely to be let go in any sort of budget/staffing cuts. This would line up with him being laid off from HSI - the whole company was implementing a 1% reduction in staff in late 2010 (
source) so his boss probably listed him under whatever term they used for employees they could afford to lose. I also question whether he can take direction anymore after 11 and a half years of attacking everyone who doesn't give him what he wants, when he wants it. I'm sure he was insufferable when he worked at HSI but he didn't share anything that embarrassing about them even after he got laid off. In 2022, I could totally see him sharing proprietary information or calling his boss a faggot on stream.