I'm 54 and DW is 56 (18 months older than I am). We're both college educated and have been working full time since our early 20s (1990 or so). We both had student loans that were significant for their day. We got married, bought a house, had 2 kids (and the related daycare, braces, martial arts lessons, beater cars, college educations, etc), fixed up some parts of the house; in general, lived a life.
Through it all we've tried at all times to live well within our means. We're not pikers (like my pathological tightwad brother-in-law). We know the value of nice things, and buy them when it makes sense to - but not when it doesn't. We keep using stuff a long time and try to buy durable goods and tools at a level that they will not wear out or go obsolete quickly, and we avoid trendiness.
SPEND LESS THAN YOU EARN. It doesn't get any simpler than that. I recognize that is not always feasible. But at all times, keep doing that to the greatest extent possible, even if it is only a little. Like I said in the WSJ car payment thread, "want" and "need" are two different things and all it takes is some self control to learn which is which. Sometimes a real legitimate need will use up all your available resources. E36 M3 happens. But when E36 M3 doesn't happen, that's not a license to indulge yourself to excess. Sorry.
Our wedding wasn't lavish or large. We haven't been on a ton of vacations. We don't live in a huge fancy house in a swanky neighborhood, and we only have the one house. But it's been paid off twice (we refinanced to do some major renovations in 2009) and has been ours free and clear for 2 years now.
We've been fortunate in that no one has suffered a catastrophic illness or injury. We have fairly normal medical expenses. I admit that's largely luck and not entirely in anyone's control, for better or worse.
OUT OF SIGHT, OUT OF MIND. First and foremost we put retirement money away by direct payroll deduction so that we never see it in the liquid cash accounts. The money is there, and we monitor it, but it's an abstract concept, not a temptation. We started a little late, in the first half of our 30s. We started small, at whatever level our employers would match, like 3%-5%. We set the deduction rate to ramp up 1% each year. While the kids were in college (back to back, fortunately) we held steady at 10% for me and 15% for DW, but since they've been out, we've jacked that up to almost 20% each. DW pays for our health insurance and HSA through her employer; mine does not offer insurance benefits. Again, that's money that never appears as take-home pay so we just budget around what does make it home. It has the added benefit of being before-tax withholding, reducing our taxable income. And since it is tax-free, those HSA dollars are effectively worth about $1.20 in purchasing power.
In 2004 we financed the TSX through DW's credit union. We put about 50% down and borrowed the rest on a 48 month note at a good interest rate. That payment was automatically deducted, and when the car was paid off in 2008 we just kept contributing the same monthly amount to a credit union savings account. It was already budgeted for, so rather than see that as a windfall, we just paid ourselves instead of the loan. Then we kept driving it and paying ourselves for 9 more years instead of trading it in on something shiny and new. When we finally replaced the TSX in 2017, we had enough in that fund to pay cash for DW's S60. Volvo made that unnecessary by giving us 0% financing, but that strategic plan worked perfectly.
PLAY THE LONG GAME. DW found a job that was not entirely what she wanted, but it offered good insurance benefits and (at the time) a pension. She's stuck it out for 30 years now, because while it is not everything she hoped for, it is of huge value to our lifestyle and future. Her magic number in the age / service calculation comes up when she's 58, and from that point forward (thanks to all the above) she's on 'berk you' time, meaning she can retire whenever she feels like it. I'm encouraging her to get out sooner rather than later.
I am a little younger, and my career field is a little more temperamental. A typical job stay is 3-4 years, but I have only changed jobs for strategic reasons or due to necessity. I've been 12 years at my current employer, and I will stay here until I retire in 4-5 years.
We're still in the same house we bought 26 years ago - we stuck it out in a decent place in a decent location, even if it isn't perfect. We're carefully considering whether to just stay in this house forever (only place we've ever lived as real adults) or sell it outright and start the next phase somewhere else. We've put away some resources so we've got some options - not private island options, but options.
We are by no means financial experts in any way. We've moved our retirement investments around, but we've never taken a penny out of them. We've held our nerve through the various crashes, hiccups, and recessions. We have a diverse mix of annuities, funds, and straight investments. We have both traditional and Roth IRAs, plus 401(k)s through our employers. We're still riding on the more aggressive side, but beginning to rein in a little as we're in the 5-year end phase before we're both fully retired.
I am aware that we have traded variety of experience for financial security. After a lifetime of being fairly conservative. we're actually having to tell ourselves it's OK to spend a little extra and indulge here and there. I don't mean to imply we've been living in self-denial - clearly we have not been. But we've also not been living in self-indulgence, either. If most goes according to plan - and so far it has been - we should both be retired before 60, live as long as we can at the same comfort level we currently enjoy (or better), and still leave the kids a decent amount to build on.
Sorry, this ended up long on miscellaneous ramblings and short on detailed advice. Thanks for reading. Hope it helps.