Respectfully, I disagree. I'm a baby boomer and yes, I will eventually disappear, however I will hang around as long as possible! DH and I had a small business and both worked up to two jobs as well. Nothing came easy for us despite what some believe. It is just not true. I remember driving a 30 year old pick up truck that got stuck in reverse at the bank and then died on the side of a mountain road in the snow (not far from where we live now ironically). This was prior to cell phones.
No one felt bad for us when we were just married and struggling...we just worked harder and didn't complain. 40 years ago, we found a zero down program and jumped at a 12% interest rate. Our 50K new home then sold for 90K in 10 years, after we put in a lot of sweat equity. We used our equity to buy up again. Rinse and repeat. We gave up quite a few luxuries, but not a solid home, advanced education for our son (12 years) or vacations most years. Little eating out and being frugal helped us build our life while our friends and neighbors had pools, boats and other expensive toys.
I encourage people to research housing programs for first time buyers in their area. Make an appointment to meet with someone who has the power to help. Dress for success. Waiting for a generation to die is not a good strategy. Getting in soon and building equity while we boomers die off is a far better way to go. You can laugh all the way to the bank when we are gone. Understand home buying and keep digging until you find a way. There is always a way. Best of luck.
That's the catch with any discussion about privilege with generational differences- it's not that you didn't have struggles. You had struggles that in today's terms would be considered good fortune.
You nearly doubled your home value in 10 years, after being allowed to buy a house for $0 down, in a world where the general cost of living was significantly lower. (due to things that today are necessities but then didn't even exist yet) Your mortgage at 12% on a 50K house would be around $514, plus maybe $100 for tax and insurance. Today that new POS house that needed sweat equity would cost $300,000 at 6.86% (and they want a good $30-60K down) with a monthly payment of $1,965 plus tax/insurance of likely a solid $500/month more. So money is worth 3x what it was 40 years ago, but housing costs 5x what it did. Then we're all buying a household full of new appliances every 5-10 years instead of every 10-20 because they make them to break now.
Back then you COULD have a 30 year old car and it wasn't even that crazy. Now most cars are completely broken to the point of being nonfunctional and not safe at all (not even counting random breakdowns which happen either way) after maybe 15 years max. And that car that breaks after 15 years? Cost twice as much in the first place even after accounting for inflation.
This isn't coming from me trying to defend my own situation, it's not personal. I bought my house over 20 years ago. I am simply reflective enough to see what is going on and acknowledge that what kids looking now are going through is less accessible and far less realistic, the same way what they previous generation experienced was FAR more advantageous than what I lived through. My parents bought a NEW house in the early 80's for $30K and sold it for over $300K 20 years later. It went up in value TEN TIMES what the original amount was. I bought my old broken down house, doubled it in size through additions, upgraded every darn thing in this place and only up about 74% in the same length of time theirs was up 1,000%. I'm still more fortunate than kids trying to break into the market today because it hadn't yet gotten to where there is virtually no breaking in if you don't have someone giving you an outside advantage, no matter how hard you are working. My daughter makes about what I made at the same age, and where I could get a home loan, she needs her income to at least double to qualify for a loan toward a starter home 20 years later. But 20 years before I got my home I needed far less than half my income to qualify on a NEW starter home.
"work harder, bootstrap, dress well" - these things are all cute to say, but it's so completely tone deaf to act like success of the Boomer generation was all due to merit and hard work as if every other group of humans are inferior.