Retirement is not one decision. It is dozens of small ones, and most of them are easier to make a year early than a month late.
Here is a two-part list: 10 things for your last year of work and 9 for your first year after. It is general education for Christian households in The Woodlands, Houston, and across Texas, not a plan for any one family.
THE LAST 12 MONTHS OF WORK
- Draw your income map. List every source you expect: Social Security, any pension, savings, and any part-time work. Next to each one, write the month it starts.
- Write down real spending. Track three months of actual spending, including giving, so your plan starts from facts instead of guesses.
- Decide Social Security timing as a household. You can start as early as 62. Full retirement age is 67 for anyone born in 1960 or later, and waiting beyond it, up to 70, increases the monthly benefit. (Source: SSA, https://www.ssa.gov/benefits/retirement/planner/agereduction.html) For married couples, the choice also affects survivor income.
- Plan the health coverage bridge. If you retire before 65, know exactly how you will be covered until Medicare. If you are near 65, SSA says to apply for Medicare within three months of your 65th birthday even if you delay Social Security, because waiting longer may make Part B and drug coverage cost more. (Source: same SSA page)
- Review every beneficiary form. 401(k), IRA, life insurance, and bank accounts. These forms generally control who receives the account, even if your will says something different.
- Make the 401(k) decision slowly. Leaving it in the plan, rolling it to an IRA, or a mix of both each come with tradeoffs in fees, investment choices, and rules. Our 401(k) rollover guide (https://www.matt25capital.com/blog/401k-rollover-pros-cons/) walks through them.
- Use your final working months wisely. For 2026, the 401(k) employee limit is $24,500, plus an $8,000 catch-up at 50 or older, or $11,250 at ages 60 to 63 if your plan allows it. (Source: IRS Notice 2025-67, https://www.irs.gov/pub/irs-drop/n-25-67.pdf)
- Set aside a cash cushion. Some retirees keep a reserve for near-term spending so a down market does not force a sale. The right size depends on your plan.
- Have the spouse conversation. Where will we live? How much will we give? Who pays the bills? What happens if one of us goes first?
- Pray about purpose. "For everything there is a season, and a time for every matter under heaven" (Ecclesiastes 3:1, ESV). Retiring from a job is not retiring from service.
THE FIRST YEAR AFTER
- Turn savings into a paycheck. Decide which accounts pay you, how often, and in what order.
- Set up tax withholding. No employer is withholding anymore. You can generally request withholding from Social Security and IRA distributions, or make quarterly estimated payments. (Source: IRS Publication 505, https://www.irs.gov/publications/p505)
- Put RMDs on the calendar. For many of today's retirees, required minimum distributions begin at 73. A missed RMD can bring a 25% excise tax, reduced to 10% if corrected in time. (Source: IRS RMD FAQs, https://www.irs.gov/retirement-plans/retirement-plan-and-ira-required-minimum-distributions-faqs)
- Write a giving plan. Decide what first fruits look like on a retirement income. If you are 70 and a half or older, a qualified charitable distribution from an IRA may be one path.
- Update estate documents. Your will, powers of attorney, and medical directives should reflect this new season.
- Watch your income lines. Large withdrawals can raise your tax bracket and, two years later, Medicare premiums through IRMAA.
- Revisit your investment mix. Risk feels different when you are taking money out instead of adding it.
- Guard against fraud. New retirees with fresh rollovers can be targets. Be slow to trust urgent calls, emails, or pressure to act today.
- Find your next assignment. Volunteer, mentor, serve your church, or invest time in grandchildren. Matthew 25 is where our firm's name comes from: "Well done, good and faithful servant" (Matthew 25:21, ESV).
WHY A CHECKLIST IS A STEWARDSHIP TOOL
A list like this can feel ordinary. That is the point. "One who is faithful in a very little is also faithful in much" (Luke 16:10, ESV). Faithfulness in retirement often looks like small, careful steps taken on time.
You do not need to finish all 19 this month. Pick the three that worry you most and start there.
If you are retiring in the next year or two and want to see where you stand, take the free Retirement Paycheck Readiness Scorecard at scorecard.matt25capital.com, or call our office at 620-670-9455.
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I'm Will Snodgrass, CFP®, with Matt25 Capital, serving Christian pre-retirees and retirees from our office in The Woodlands, Texas, and by video with clients nationwide. Advisory services are available only where Will is properly registered or exempt from registration.
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Important Disclosures:
The opinions voiced in this material are for general information and educational purposes only and are not intended to provide specific advice or recommendations for any individual. Nothing in this blog constitutes investment, legal, or tax advice. Please consult with a qualified professional before making any financial decisions. Past performance is not indicative of future results. All investing involves risk, including the potential loss of principal. Any hypothetical examples used are for illustrative purposes only and do not represent actual client results. Confirm current IRS, Social Security Administration, and plan rules for your situation. Securities and advisory services offered through Commonwealth Financial Network®, Member FINRA/SIPC, a Registered Investment Adviser. Fixed insurance products and services are separate from and not offered through Commonwealth Financial Network®. Certified Financial Planner Board of Standards Inc. (CFP Board) owns the CFP® certification mark, the CERTIFIED FINANCIAL PLANNER™ certification mark, and the CFP® (with plaque design) logo in the United States, which it authorizes use of by individuals who successfully complete CFP Board's initial and ongoing certification requirements. Matt25 Capital is a separate entity from Commonwealth Financial Network®.
Matt25 Capital does not provide Medicare plan selection; confirm Medicare enrollment rules with SSA or Medicare.gov. Rolling over a retirement plan involves tradeoffs, including fees, investment options, and creditor protections; review your plan's rules before deciding. Contribution limits shown are 2026 figures and are subject to change.