Retirement should be the reward for decades of hard work — not a source of stress. But leaving your job too soon, without the right pieces in place, can turn your golden years into a financial headache. Before you hand in your retirement notice, make sure you’ve checked off these key milestones.
A Fully Funded Emergency Fund

Surprises don’t stop just because you stopped working. Whether it’s a medical issue, car trouble, or a broken water heater, emergencies will still come up — and they’ll cost money. A strong emergency fund ensures you won’t need to dip into retirement savings every time something unexpected happens.
No Consumer Debt Holding You Back

Debt eats away at your freedom — especially in retirement. Credit card balances, personal loans, and even lingering student debt can stretch your fixed income thin. Retiring debt-free (or close to it) means your money can go toward enjoying life, not covering past expenses.
Your Mortgage Is Either Paid Off or Manageable

Housing is often the biggest monthly expense. Entering retirement with a paid-off home gives you huge breathing room. If you still have a mortgage, make sure it’s affordable within your retirement budget and won’t keep you up at night.
Predictable and Diversified Income Streams

Retirement is a lot easier when you know where your money is coming from. Social Security is a start, but it’s rarely enough on its own. You should also have income from investments, retirement accounts, rental properties, annuities, or other sources that can support your lifestyle long-term.
A Clear Withdrawal Strategy

It’s not just about how much you have saved — it’s about how you use it. Having a strategy for how and when to withdraw money from your 401(k), IRA, or other retirement accounts can help you avoid taxes, penalties, and running out of money too soon. It’s smart to work with a financial advisor to get this right.
Health Insurance and Long-Term Care Planning

Healthcare costs tend to rise with age, and Medicare doesn’t cover everything. You’ll need a plan for out-of-pocket expenses, prescriptions, and potential long-term care. Ignoring this piece can wipe out your savings faster than you think.
Updated Legal Documents

Before retiring, make sure your estate plan is current. That includes your will, power of attorney, healthcare proxy, and beneficiary designations. These documents protect your assets and ensure your wishes are honored — and they offer peace of mind for you and your loved ones.
A Realistic Monthly Budget

It’s easy to underestimate your expenses in retirement, especially when you finally have time to travel, dine out, or pursue hobbies. Creating a monthly budget — and sticking to it — helps you avoid overspending and gives you a clear picture of how far your income will go.
A Plan for Staying Active and Engaged

Retirement is about more than money. After years of working, it can be a big shock to suddenly have all the free time in the world. Having a plan for how you’ll spend your time — whether through hobbies, volunteering, travel, or part-time work — helps you stay mentally and emotionally healthy.
Confidence, Not Just Hope

You shouldn’t retire with fingers crossed. Confidence comes from preparation. If you’re constantly wondering whether your money will last, or if you’re truly ready, it may be a sign to delay retirement or revisit your plan. When you’re ready, you’ll feel it — and you’ll have the numbers to back it up.