7 quiet signs someone will struggle financially in retirement (even if they seem fine now)

Farley Ledgerwood by Farley Ledgerwood | December 3, 2025, 3:37 pm

You know what’s scary about retirement planning? The people who look like they have it all together often don’t. I’ve seen plenty of folks driving nice cars and living in beautiful homes who are secretly heading toward a retirement crisis.

After taking early retirement at 62 when my company downsized, I’ve had time to reflect on the financial patterns I’ve observed over the years. Some of my seemingly successful friends are now struggling, while others who appeared less well-off are thriving.

The difference? It usually comes down to these quiet warning signs that most people miss.

1. They treat their home equity like a piggy bank

Ever notice how some people refinance their homes every few years? They pull out equity for vacations, renovations, or to pay off credit cards. Then they do it again.

I learned this lesson the hard way. I refinanced our house twice over the years, and each time it pushed our mortgage payoff date further into the future. The second time, I had to swallow my pride and ask a financial advisor for help. That conversation was humbling, but it opened my eyes to how much those “easy” equity withdrawals were costing us in retirement security.

Your home should be a nest egg, not an ATM. If someone’s constantly tapping their equity, they’re robbing their future self of a paid-off home in retirement.

2. They can’t say no to their adult children

Do you know someone who’s always bailing out their grown kids? Paying for their car repairs, covering their rent, or funding their business ventures?

I’ve been there. When my adult children needed financial help, my first instinct was to open my wallet. But I quickly realized that constantly rescuing them was hurting both of us. They weren’t learning to stand on their own feet, and I was draining my retirement funds.

Setting healthy financial boundaries with your kids isn’t cruel. It’s necessary. Those who can’t do this often find themselves working well past retirement age because they gave away what they needed for themselves.

3. They believe their high income will last forever

“I make good money, so I don’t need to save much now. I’ll catch up later.”

Sound familiar? This mindset is dangerous. When I was laid off unexpectedly at 45, it shattered my illusion of job security. That six-figure salary I thought would last until retirement? Gone in an instant.

High earners who don’t save aggressively are playing with fire. They’re often the ones with the most lifestyle inflation too. When the income stops, they face the hardest adjustments because they’ve built a life that requires that big paycheck.

4. They have no idea what they actually spend

Ask them their monthly expenses, and they’ll give you a vague guess. They might know their mortgage payment, but what about everything else?

I only learned to budget properly after our kids were born and money got tight. Before that, we just spent whatever felt reasonable. But “feeling” and “knowing” are two different things.

People who don’t track their spending have no idea how much they’ll need in retirement. They’re essentially planning a cross-country road trip without checking how much gas they’ll need. How do you think that ends?

5. They’re counting on an inheritance to save them

When my parents passed away, navigating inheritance decisions with my siblings was one of the most stressful experiences of my life. What we thought would be there wasn’t, and what was there got complicated fast.

Banking on an inheritance is like planning your retirement around winning the lottery. Medical bills, nursing home costs, family disputes, or simple bad luck can evaporate an expected inheritance. Plus, your parents might live to 95 and need every penny they have.

If someone’s retirement plan includes a significant inheritance, they don’t really have a retirement plan.

6. They prioritize looking wealthy over being wealthy

New cars every three years. Designer clothes. Expensive vacations posted all over social media. Meanwhile, their 401(k) is underfunded or non-existent.

Through my own journey, I discovered that my relationship with money was deeply tied to my self-worth. I wanted people to see me as successful, so I spent money I should have been saving. That poor investment I made in my 40s? It was partly driven by wanting to impress others with my “sophisticated” financial moves.

The quiet millionaires next door aren’t trying to impress anyone. They’re too busy actually building wealth instead of performing it.

7. They have no backup plan

What happens if they can’t work until 67? What if health issues force early retirement? What if their spouse gets sick?

These aren’t pleasant thoughts, but ignoring them doesn’t make them go away. When I discovered the peace that comes with having an emergency fund and proper insurance, it changed everything. Sure, it meant less money for fun stuff today, but the security it provided was worth more than any vacation.

People without contingency plans are one crisis away from financial ruin. And in retirement, when you can’t easily earn more money, that’s a terrifying position.

Final thoughts

I started saving for retirement late but caught up through disciplined spending. If you recognize these signs in yourself, it’s not too late to change course.

The hardest part isn’t the math or the budgeting. It’s the honest self-reflection required to admit where you’re falling short. But that honesty today could be the difference between a comfortable retirement and struggling in your golden years.

Take a hard look at these signs. Which ones hit close to home?