I have never had a problem with DH being supportive of SS- he is at least as SS as I am, though I am the worrier of the two of us. I am the "what if the power goes out and we need to wash clothes" person. (Then again, our power went out for at least 3 weeks every year that I was growing up- because we were on a minigrid- and I worked through the Great Blackout of 2003.)
I am also the wackier one. Some of my ideas start from a really out-there place. But DH was raised by people who are deeply, reactively judgmental, so the fact that he sometimes needs a minute to set his previous paradigm aside is understandable.
That said, DH becoming frugal has been a process. His parents are rural farm people, but they are actually less SS than what we are, and they are really into material stuff.
For examples:
The first winter we lived on $800 per month, and our car payment and insurance cost $350, plus we had to pay for gas and all our utilities. We ate pancakes and rice and beans. I was pregnant, and it got to the point where I NEEDED SOME PROTEIN. DH already had a fishing license, and poles, and he asked his dad if he could borrow his ice borer to go ice fishing so we didn't have to live just on starch. His dad offered to lend us money instead. DH agreed that we'd pay him back in the spring when we got tax return. It was only $125- DH wanted the manual one. His dad wouldn't lend us the money for the manual one. He insisted that DH get the $400 self propelled model.
MIL has always liked furniture and collectibles, but a few things have happened that have caused her to develop what I would characterize as a mental illness. She took care of her own MIL before her death, she got diagnosed with fibromyalgia, and we moved away. Those three things really sent her over the edge. MIL and FIL live in a 1400 square foot, 3 bedroom, 2 bath house. Just the two of them and a dog. They have a very large pole barn, as well as a 500 square foot cabin on the back of their property. The house is so filled with (nice, oak) furniture that you really can't walk through it. There are four TVs in the house, plus two in the barn and one at the cabin. They have two trucks, a van, and a jeep. They have half a dozen tractors which are literally NEVER used. Plus they have kayaks and a hot tub and a camper and four wheelers and enough guns to invade Cuba. Everything MIL buys is name brand. She would never deign to use anything other than Tide or Advil or Ziploc. They order so much stuff from Cabela's that Cabela's sends them a leather bound catalog. I mean, seriously, have you ever even heard of a leather bound catalog? I had not. FIL eats on the road non-stop, because he travels for work. MIL is alone, so she doesn't cook much, which is understandable, but everything she eats comes out of a box from the freezer- Stouffer's lasagna, chicken tenders, pasta with veggies. Again, it's all name brand.
About five years ago, MIL built a chamber in the barn that is about 80 feet square and 15 feet tall. It is nothing but melamine walls, wooden shelves, and those plastic storage boxes. There are 160 of those storage boxes in there- 4 wide and 10 high per wall times four walls. I bet she spent $1000 converting that patch of barn, and the stuff that's in there is mostly not worth anything- picture frames, wrapping paper, key chains. Since they got their inheritance from DH's grandma, MIL had another metal building put up. It is one of those that they use at self-storage places. This is not a business venture, it is a six bay building *just for their own storage needs*.
The really sad part about all this is that FIL has made about $40,000 per year, plus bonuses (with no health insurance costs) since the 80s. Since the economy has been down, he doesn't make bonuses anymore, but he still makes $60,000 with those great benefits. When MIL was farming, she brought in $100,000 per year for 12 years. They got their land and their tractors for a song from MILs parents, and while they were paying it off they lived rent free in a little family rental house. They only had a $50,000 mortgage on their house and gigantic pole barn.
The house wasn't paid off until they got their inheritance last year. They have had low expenses and very handsome income for decades, but they remained indebted because they spent their money on toys, "status" and junk. Money after money to store all that junk, to maintain it and pay taxes on it.
When I consider how DH was raised, my patience increases. And he really has made a ton of progress. His lightbulb moment was when he bought me a pair of boots that were at least $100, and we couldn't return them. My feet grew during pregnancy and they didn't fit. We gave them away. Since then, he has been much more thoughtful about purchases.
He actually ASKED me to put him on a budget. He gets $50 per week for gas and chiropractor co-pays. We agreed that any online purchases would be discussed prior to hitting the "pay" button. I take care of our grocery shopping. DH brews his own beer, and doesn't smoke, so he has few non-household expenses. This has been a PROCESS, lemme tell ya. But in can be done.