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Why can’t more people plan for their retirement future?

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AUTHOR: R Quinn on 6/27/2026

I read daily about seniors who can’t pay their bills in retirement, who say it’s unfair for them to pay property taxes for schools, who say they deserve higher SS COLAs etc.

Some people, through no fault of their own, because of uncontrollable misfortune, did not have the ability to save and build retirement income at whatever level they were throughout life. But those folks are far from the majority. 

So what happened that after forty years of working so many seniors seem poorly positioned to live in retirement?

We know retirement is coming (if we are lucky), we know inflation will always be with us, we know someday a spouse or partner will have to live on their own, we know taxes are a real thing living in a large society. We know or should that Social Security alone does not provide an adequate income. 

I say we know all that, but might it be that many people don’t know or choose to ignore or apply wishful thinking?  I did a little research and found that people often avoid planning for retirement because it feels abstract, complicated, and easy to postpone. Immediate distractions may be short-term financial pressure, lack of clarity about how much they will need, and the assumption that they can “figure it out later” or keep working indefinitely.

Some people are naturally more future-oriented because they find it easier to tolerate uncertainty, delay rewards, and think in systems rather than immediate events. Others are more present-focused because their environment rewards quick wins, and because the future feels too uncertain to plan around confidently. And some are so presently consumed with money issues, the future is not considered. 

All this is a big mistake of course as the HD community knows well. For me, concern for the future has always been as strong as concern for next month. Perhaps too much so at times. 

What is it that allowed you to plan and act in your long-term best interest? 

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Jerry Pinkard
18 days ago

We are not the right audience to ask retirement planning questions to. We all knew that retirement would come if we were so blessed and that we needed to make sure that we had sufficient savings. Most of us have pensions and SS which makes a world of difference that many private sector retirees no longer have.

Our county started a 5% match for employees’ 401k accounts. In a staff meeting, I encouraged my staff to take advantage of this fantastic benefit. The most common feedback I got was that they could not afford it. Therein lies the problem.

Dan Smith
18 days ago
Reply to  Jerry Pinkard

Yeah, I heard that a lot. It was very frustrating.

greg_j_tomamichel
18 days ago

I think people that eat well and exercise regularly would ask a similar question about people who treat their body poorly. Why don’t they do what they know is good for them?

Unfortunately knowing what is good for us in the long term, and having the motivation to do it today, are very different things.

Dan Smith
18 days ago
Reply to  R Quinn

You should always use cooking oil in the pan before cooking kale; makes it easier to scrape into the garbage!!!!!!!

John Katz
19 days ago

A mom and dad who taught me to be disciplined, hard-working, independent, and balanced in terms of living for today and planning for tomorrow. And a wife who benefitted from a similar upbringing in her household.

Other factors at work, too, but that foundation was invaluable.

Fran Moore
19 days ago

Good health, good luck, and being born at the right time. I got through the first 77 years of my life without any disabling conditions and was able to work until age 70 (in fact, I still have a small amount of earned income each year.) I went back to school in the ’80’s, when grants and scholarships were available to women who would eventually enter the workforce and got a bachelor’s degree in physical therapy with a student loan that I paid off in 6 months. Now the entry level degree for PT is a doctorate and new grads often shoulder loans totaling in the hundreds of thousands. I started saving for retirement in my employer’s 403B as soon as it became available. We lived a frugal lifestyle and I was able to support a family of 6 while my husband was a stay at home Dad. Two of our kids were disabled, and there were many programs at the time available to help us support our kids at home. Our frugal habits seem to be permanently embedded in our current lifestyle. So even, as government support for our adult disabled child is falling apart, (our oldest daughter died at age 20) we have still been able to make a plan for a 3 person retirement with savings that we have accumulated from a single income.

Marilyn Lavin
19 days ago
Reply to  R Quinn

it was also a great time to be a white male in the US. That’s an important fact.

Fran Moore
19 days ago
Reply to  R Quinn

True. Vietnam cut many lives short and ruined others’ lives, but the fortunate or wise ones took advangage of the GI bill which paid for an education that they couldn’t otherwise afford. I guess it’s like the glass half empty/full discussion.

Brian Frisch
19 days ago

Employment stability with a large company with good benefits. I was fortunate to join a great Fortune 500 company, 10 years into my career. They offered an employer paid pension, a great 401k plan with a matching contribution that went as high as 117% of employee’s contributions (based on years of service) and a stock purchase plan. As a young father at the time, I realized that taking advantage of these benefits would be important to supporting my family and eventual retirement.
I was lucky (and Automated as Mark’s adjacent Forum article stated) to have a 34 year career with this company, maintaining these benefits for just about the entire time until my retirement 3 years ago. No magic formula, just persistence and patience to plough thru my career with a goal in sight.

Mike inLA
19 days ago

What allowed me to plan and act on that plan? The set-it-and-forget-it of payroll deductions into the Thrift Savings Program (the 401k for federal workers). Saving money you never see, and investing it into low cost index funds. It helped to have steady, decent-paying professional work for most of my career as a fed – something that today’s younger gig workers may not have. Saving the maximum amount plus the 5% match plus over-50 additional contributions just added up over the years. Nothing sexy, but it matches the HD approach.

DavidHLancaster
19 days ago
Reply to  R Quinn

He is referring to the additional “catch up” amount allowed after he turned 50 yo.

Mike inLA
19 days ago

Yes. Increases the amount contributed by about one-third. In a rising market, the catch-up contributions really accelerated the investing.

Dan Smith
20 days ago

The  building trades in my area are heavily unionized. The employers have  agreed to provide defined benefit pensions. Additionally, the contractors provide contributions to supplemental pensions based on hours worked. Of course, many non-union employers provide good pensions as well. Such employees are lucky to have other people looking out for them. 
Left to their own devices, individuals don’t do nearly as well. The  challenge is how to help those who don’t seem to help themselves. Auto enrollment in defined contribution plans is a good start, and the  availability  of income annuities inside those plans is also great. 
How about school? We don’t expect kids to master readin’ writin’ and arithmetic without formal education, so why do we expect young adults to know about personal finance without being taught in school?

Dan Smith
20 days ago
Reply to  R Quinn

I didn’t either, still, the bug that bit us just doesn’t land on most people. We need to find ways to get others infected.

DrLefty
20 days ago

For me it was a combination of two related things. First, poor role models (my parents) and wanting to NOT be like them. Second, being a fundamentally anxious person by nature. I wanted to provide a more secure upbringing for my kids than I had experienced. I am not a risk-taker when it comes to finances. So being prudent about the future, including our retirement, fit right into all that.

Fred Gloeckler
20 days ago

Great post Dick! Growing up in the 1950’s, my mom got me started on the ‘savings kick’ by opening a savings account at our local bank, where I’d insert ‘dimes” I “earned” through chores (cleaning, painting, mowing the lawn, washing the family car, etc) into a passbook. When it got filled, I’d deposit it into my passbook account. Fast forward decades later, I continued that habit by maximizing contributions to the company 401k plan, lRA’s, and investing outside the retirement plans. We ‘did without’, as my grandparents and parents had taught me, until we actually needed and could afford things. That lifestyle allowed us to retire when the opportunity came around, and worked out perfectly for us. I can’t understand how people today go into deep debt to purchase frivolous items and services that aren’t really needed, and don’t save, care, or plan for their future. I totally agree with your financial philosophy presented in many of your past and ongoing articles on Humble Dollar! Great work!

DavidHLancaster
20 days ago

Dick,
I will address the first part of your post. Many people are truly living paycheck to paycheck due to various factors. However many that claim so:1) don’t understand the difference between wants and needs that translates to living within their needs, and/or 2) do not know how to delay gratification.

Last edited 20 days ago by DavidHLancaster
Edmund Marsh
20 days ago

Dick, this is a favorite topic of yours, and it’s one that I think about as well. For a number of years, I intentionally tried to tactfully open the retirement planning conversation with younger folks, with mixed results. A few appreciated the effort, but many shied away from the subject. These days, I still look for opportunities to be helpful, but I try to pick the moment more carefully. And I’m trying not to be bothered by the fact that I know some folks that are close to me are on a path to a dim future.

Your comment about your concern for the future as well as present strikes a chord. I often think about my activity in those terms, and try to devote effort and time to each, not only in finance, but also to health, relationships and so on. I fall short of being a wonderful example or how to achieve balance, but I organize my thinking along those lines. I know we are not unique, but there are many who miss the future planning part.

Research centered on personality traits is interesting, and may shed some light on the answer. Here’s a lay article on conscientiousness, the helpful trait that drives us to do what we ought.

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