My H has been a stay at home dad for 20 years. Our youngest is 15. I would LOVE for him to get a job. I make a good living but we don't have nearly enough saved for retirement. He thinks that if he can clip coupons and save $11 at the grocery store, he is doing a great thing. I have asked him what he is going to do when the next is empty - he gets angry every time I ask.
I would love to be in his position...to be able to take a job because it sound fun and not worry a lot about the money or benefits.
You say that, but really? You'd love to be in his position of never having any kind of real career? Looking back, would you have really rather given up your entire career to basically have none at all, and have a very low starting point now? Do you really wish you were in that position instead?
I get that it probably is time (or maybe overdue) for you DH to get a job, to bring in money ect., but to say that you'd "love to be in his position," like he has it so much better than you, I find pretty hard to believe. I imagine that he probably lacks a good amount of confidence, with good reason (if he's only been a SAHP for the last 20 years, like it or not, the outside world looks down upon that, and I doubt anyone is real eager to hire him,) and probably wishes he had started building some kind of career a long time ago, and I'm sure a lot times thinks he'd "love to be in your position."
Just some food for thought.
I love it. Fortunately, my family is in a good financial position and I do not need to work. I doubt that I will ever go back to work again.

She didn't say anything disparaging about SAHM's. I felt like she was sticking up for missypie's spouse. I wanted to do the same thing.
