Top 5 Money Regrets Gen X Faces and How to Fix Them Before Retirement

The Cost of Regret in Retirement Planning

As Gen X enters their peak earning years, many are confronting a sobering reality: regret. Whether it’s not starting retirement savings early enough or prioritizing their children’s education over their own future, financial regrets are piling up and they carry real consequences.

But here’s the good news: regret is only the first chapter. What matters more is what you do next.

This blog outlines the five most common money regrets Gen X professionals report and offers clear, actionable strategies to fix them now.

1. Not Starting Retirement Savings Earlier

According to Fidelity’s 2024 study, 57% of Gen Xers say they wish they had started saving for retirement in their 20s¹. This regret stems from years of opportunity lost to compound growth, one of the most powerful tools in wealth building.

How to Fix It:

• Increase contributions now: Boost your savings rate to 15–20% of gross income.

   

• Use catch-up contributions: In 2025, those age 50 and older can contribute an extra $7,500 to 401(k)s and IRAs².

   

• Automate: Set up automatic increases each year.

2. Taking on Too Much Debt

Experian reports Gen X carries the highest average non-mortgage debt of any generation³. This includes credit cards, personal loans, and Parent PLUS loans for college-bound children.

How to Fix It:

• Consolidate high-interest debt where possible.

   

• Refinance or eliminate PLUS loans before they eat into retirement cash flow.

   

• Prioritize debt payoff strategies like the avalanche or snowball method in tandem with long-term investing.

3. Prioritizing Kids’ College Over Retirement

AARP found that 45% of Gen Xers continue to financially support their adult children while underfunding their own retirement⁴. The instinct is generous—but dangerous. The Life Money Balance Podcast episdoe “Are Gen X Parents Ruining Retirement by Supporting Their Adult Children?” breaks this down further.

How to Fix It:

• Reframe the narrative: Financially independent parents don’t burden their kids later.

   

• Balance goals: Fund 529s after meeting retirement savings targets.

   

• Create a boundary plan: Set clear limits on how and when you’ll support adult children financially.

4. Neglecting Estate Planning

According to Caring.com’s 2024 report, 63% of Gen Xers don’t have a will⁵. That’s not just a legal risk, it’s an emotional one, especially for blended families or those with significant assets.

How to Fix It:

• Draft a basic estate plan: Will, healthcare directive, and powers of attorney.

   

• Review beneficiaries annually: Especially on retirement accounts and insurance policies.

   

• Layer in trusts or asset protection if you’re high-income or own a business.

5. Not Working With a Financial Advisor

Vanguard reports that only 22% of Gen Xers work with a financial advisor⁶, but those who do have, on average, 3x more retirement savings. The numbers are clear: professional guidance pays off.

How to Fix It:

• Hire a fiduciary advisor who offers transparent, values-based planning.

   

• Look beyond investments: Seek help with taxes, retirement timelines, equity comp, and estate strategy.

   

• Revisit your plan yearly to adjust for life, goals, and legislation.

How to Turn Regret Into Resilience

At Concurrent Wealth, we use a framework called the 4Rs to help Gen X professionals turn regret into aligned, confident action:

Review
Unpack what’s really behind the regret: Is it lack of tools, clarity, or shame?

Reframe
Understand that late doesn’t mean too late. A 46-year-old with $500K can still retire on time with the right strategy.

Reprioritize
Align spending, saving, and debt payoff with your actual values—not guilt or pressure.

Rebuild
Execute a values-based financial plan that integrates tax strategy, estate protection, and wealth growth.

Common Mistakes to Avoid

• Waiting for a “perfect time” to fix regrets

   

• Letting shame or comparison paralyze action

   

• Assuming it’s too late to build wealth

   

• Using children’s financial needs as a justification to delay your own plan

When and Why to Act

The time is now. You’re not too late, but you’re not early either. Gen X is approaching what many call the “decade of decision” ages 45–55, when financial trajectories either compound success or cement setbacks.

Whether you’re trying to retire at 55 or just feel more in control of your money story, the sooner you act, the better your outcomes.

Real-Life Scenario

Let’s say you’re 50, with $600K saved and paying $1,500 per month on a Parent PLUS loan. You’re also contributing just 8% to your 401(k). A reallocation plan, upping savings to 18%, refinancing the loan, and building a retirement income strategy, could add nearly $1 million in retirement income over time⁷.

3 Key Takeaways

• Regret is a signal, what you do with it is what matters.

   

• Small shifts in savings, debt, and estate planning can unlock massive financial relief.

   

• Working with a fiduciary advisor can multiply your results and reduce your stress.

Want to talk through your own plan?

Schedule a FREE complimentary, good-fit meeting today and take the first step toward reclaiming your financial confidence.

FREE complimentary, good-fit meeting

References

1. Fidelity Investments. (2024). Fidelity Retirement Savings Survey.

    

2. IRS. (2025). Contribution Limits. https://www.irs.gov/retirement-plans

    

3. Experian. (2024). State of Credit Report.

    

4. AARP. (2024). Financial Support for Adult Children Study.

    

5. Caring.com. (2024). Wills & Estate Planning Study.

    

6. Vanguard. (2023). Advisor’s Alpha Report.

    

7. Concurrent Wealth Management. (2024). “How Gen X Can Fix Retirement Regret.”