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It is fine if he doesn't like people that don't work very hard, but basing economic policy on liking/not liking people is not something I am a huge fan of.
Busting your balls taking care of your family doing 3 shitty jobs with no benefits and worrying about your pension and healthcare, and not being able to upskill due to lack of time/money is not exactly the situation he is in.
If he backed his position with cheaper training and childcare for upskilling for working people/apprecenticeships for over 25s I'd have some respect, but it feels a little too much like shitting from a great height to me based on his voting record on benefits etc.
JWestland
Not defending his views generally, but I'd be surprised if Raab doesn't have a good work ethic as he was a solicitor at Linklaters - it's essentially a highly skilled sweat shop.
I'd imagine that this experience (working somewhere that values very hard work) probably makes him less tolerant / understanding of those who don't want to work til they bleed, though, which is likely part of the problem