Unfortunately, this is the general state of most roadside assistance programs today.
I say "general state" because there are some true professionals out there that would do a good job, but they are few and far between. There are also some who are worse than this guy, believe it or not. But the "average" roadside assistance quality of work is represented by this guy in this storyline. His lack of ability and understanding are typical of many low-skill service jobs today; this isn't the exception - it's the norm!
Lack of knowledge, poor training, and sub-par labor pools make this the example of what we can expect in general.
I believe that individual complaints are often ignored, but when they come in numbers and with hard evidence (such as these photos), they make a compelling argument for change. I complain often, not because I want to "whine" to make someone's life miserable, but I know that silence is interpreted by companies as "all good". If you don't complain, they don't know what's wrong. If you want it to be better, you have to speak up; don't do so in a rude manner, but do so in a helpful manner. Had several people who used this guy before spoken up, maybe the service company would have either got rid of him, or trained him. Change will not come overnight, but it will come if enough voices are heard.
Side note ... if this were me, I would have used the OEM jack and follwed the OEM method as the service man. Should the unthinkable happen (a collapse or someone gets hurt), you could at least defer some of the blame to the OEM. If you use the OEM jack and the OEM method, it's likely to end well, and if it doesn't, there's a larger party to blame. Once you go off-script with your own ideas, it's soley on you if something fails. Obviously, the OP did just this; he relied on the OEM tools and method and success came quickly.