Conservatives act like crabs in a bucket. If one gets money they will try to stop others from getting it so that they will have as much as possible. The mindset is that to be valuable, to be useful, you must have a purpose as no one can exist without purpose and we are all here for a reason. Being rich shows you are valuable and important.

Conservative pundits are the hype men. They are themselves unable to live their fullest potential but they can cling to people who have and by extension prosper like them. Pundits don't tell their own story, they don't talk about their own path because it would invite competition. Conservatives hate competition. Not that they don't think it should exist; competition is what proves strength and ability, it shows success. But they hate having to try so hard all the time and will actively work to stymy others. Conservatives are like crabs in the bucket - if one crab escaped and then stuck around the edge to knock other back down.

If you are hearing a message of "money sucks, don't try" then it's part of a broader effort to make folks not have money and this is he messaging for them to accept the arrangement.