the question should be is it better to work at a respectable job or do things that while not illegal or anti-torah to the letter of the law, have a whiff of wrongness
Like is it Ok to use section 8 to pay for rent on a house owned by your father-in-law, its legal and not against Halcha, but it certainly doesnt smell good. if you need to do such things to learn in kollel, maybe its better you work