Drew Garner

The Golden Years of Financial Planning Opportunities

If you’re between the ages of 60 and 70, retired, and hold a mix of assets with varying tax characteristics, this article is especially for you. These 10 years or so — often seen as a financial “sweet spot”—can offer strategic opportunities that are well worth exploring to maximize your financial health. Being a good steward of what you have accumulated ultimately will allow you more capability to use those dollars in a manner that is fulfilling and meaningful to you and your family. Whether that is creating memories with multiple generations, donating to charities dear to your heart, or passing on a legacy

Option 1: "You’re Retired. Now What?"

If you’re in your 60s, enjoying retirement, and have a mix of taxable, tax-deferred, and taxfree accounts, you’re in a unique spot. These years—before things like Required Minimum Distributions kick in—can be a window of real opportunity. In this article, we’ll break down what you need to know and how smart moves now could make a big difference later.

Option 2: "Retired, But Not Done Planning"

You’ve retired. You’ve saved. Now you’re looking at your accounts and wondering what the smartest next steps are. If you’re between 60 and 70, you’ve got more flexibility than you might think. This stage—right before Social Security and RMDs lock things in—is a great time to get strategic. Let’s walk through what matters most and how to think it through.

Option 3: "The Smart Window Most Retirees Overlook"

Most people think the heavy lifting is done once they retire. But if you’re in your 60s, retired, and sitting on a mix of account types, this might be one of your best planning windows. In this article, we’ll look at why these years matter, what to keep in mind, and how to start making moves that future-you will appreciate.

This article will shed light on some unique and often overlooked financial planning opportunities. While some of the strategies discussed may seem tailored to a niche audience, there are broader insights here that could be relevant to many readers.

What makes the 60–70 age range unique?

There are two main reasons:

  1. Withdrawal Rules – Distributions or conversions from a Traditional IRA before age 59½ add complexity and possible penalties. Meaningful planning opportunities really open around age 60.
  2. Social Security Timing – Social Security benefits count as taxable income. The latest you can delay taking those benefits is age 70, marking a natural cap on how long you can stretch out income-minimizing strategies. So, the longer you delay Social Security, the more ability you retain to control your income and implement tax-savings strategies.

What to Expect in This Article:

A. A breakdown of key financial planning terms and concepts relevant to the golden years of planning

B. A look at strategic techniques once those fundamentals are in place.

C. Real-world applications of these strategies, with practical examples to bring the ideas to life.

Section A – Key Terms & Concepts

  1. Changing Landscape
    Tax laws evolve. The strategies discussed here are based on current rules, which may shift over time.
  2. Current Tax Framework
    All examples reference 2024 tax laws. The Tax Cuts and Jobs Act (TCJA) is set to expire at the end of 2025 unless extended or replaced.
  3. Pre-Tax Accounts
    These retirement accounts are funded with pre-tax dollars, meaning basis investment growth is tax deferred. Taxes are owed upon withdrawal. Examples include Traditional IRAs, Rollover IRAs, and most 401(k)s. For instance, withdrawing $60,000 from a $1,000,000 pre-tax account in retirement means reporting $60,000 as ordinary income that year.
  4. Taxable Accounts
    Funded with after-tax dollars. You’re only taxed on realized gains—when investments are sold. Common examples: Individual, Joint, Trust, or Brokerage accounts. If a $10,000 investment grows to $15,000, you’re taxed only on the $5,000 gain once it’s realized, typically at capital gains rates.
  5. Roth IRA
    Also funded with after-tax dollars, but withdrawals (including growth) are tax-free. It’s a powerful tool for tax-efficient retirement income.
  6. Ordinary Income Tax Rate (OI)
    Your taxable income determines your federal tax bracket. Rates vary by filing status (single or married filing jointly), and these brackets influence how much tax you’ll owe on withdrawals and income.

Understanding Investment Gains

  1. Short-Term Capital Gains
    Profits from investments held 365 days or less. These are taxed at your ordinary income tax rate—the same as earned income.
  2. Long-Term Capital Gains
    Profits from investments held more than 365 days (i.e., 366+ days). These are taxed at a lower capital gains rate, which is generally more favorable than ordinary income tax rates.
  3. Capital Gains Tax Rates
    Remember the earlier example—investing $10,000 and growing it to $15,000? The $5,000 gain is taxable, but how it’s taxed depends on how long you held the investment:
  • Short-term = taxed at your ordinary income rate
  • Long-term = taxed at your capital gains rate

Your capital gains rate is based on your total taxable income for the year.

RMD – Required Minimum Distributions

An RMD is the government’s way of collecting taxes on retirement savings that have grown tax-deferred. Starting at age 73, you’re required to withdraw a specific amount each year from pre-tax accounts like Traditional IRAs, Rollover IRAs, and Inherited IRAs.

Think of it this way: the government let you grow these funds tax-free for years—now they want their share. RMDs are calculated annually and taxed as ordinary income. Even if you don’t need the money, you’re required to withdraw it—and pay taxes on it.

The exact rules can change, but the key takeaway is: RMDs are unavoidable once you reach the age threshold*, and they will impact your tax bill.

Planning Techniques

1. Roth Conversions
A Roth conversion lets you move money from a Traditional IRA to a Roth IRA, intentionally recognizing income in the process. For example, converting $50,000 means you’ll report $50,000 in ordinary income for that tax year. While this triggers a tax bill now, those funds grow tax-free in the Roth—and future withdrawals are also tax-free.

Why purposefully recognize income now?

  • You can potentially lock in lower tax rates now.
  • It reduces your Traditional IRA balance, leading to smaller RMDs later.
  • It diversifies your tax exposure across account types.

Key considerations:

  • You’ll owe taxes on the converted amount (e.g., 12% of $50,000 = $6,000)
  • It could impact Medicare premiums
  • Best approached with help from a financial or tax advisor

2. Delaying Social Security
Social Security benefits typically start around age 66–67 when you have attained FRA (Full retirement age), but benefits can be delayed until age 70. Each year you delay benefits beyond FRA; your benefit increases roughly 8%. Delaying from 66 to 70 can result in a 30%+ increase in annual income. If you don’t need the income right away, it’s worth considering.

Key considerations:

  • Health – one consideration to delay, or take benefits early, would be your health
  • Spousal impact – your spouse will inherit your monthly benefit if greater than her current benefit, so delaying would not only increase benefits over your lifetime, but your spouse’ lifetime as well
  • Tax impact – social security benefits are taxable, so this is something to consider
  • Delaying Social Security gives you a longer window to “control” your income, thus controlling your ordinary income tax bracket and implementing tax-savings strategies

3. Capital Gains Harvesting
In years with low taxable income, you may qualify for the 0% long-term capital gains tax rate. If so, intentionally selling appreciated assets (“harvesting gains”) can allow you to realize profits tax-free. That’s a 15%+ tax savings, just by being strategic with timing.

Key considerations:

  • Make sure you have no unexpected income events occurring before the end of the
    calendar year
  • Ensure with your advisor and CPA that you are not missing any income
  • Be aware of the income limits and how much gain you can recognize

3. Gifting Opportunities
If you are inclined to make charitable gifts, there are certain strategies that can be effective and age dependent. This is fringe related to the planning techniques above, but I want to mention it because it can have a major impact on planning. Qualified Charitable Distributions (QCD’s) and Donor Advised Funds (DAF’s) are something you should engage your financial advisor on if gifting aligns with your goals

Key considerations:

  • The source of where the gift is coming from – cash out of pocket, an investment account, a retirement account
  • Who is receiving the gift – is it a qualified charitable organization
  • How much and how long do you intend to give for

Section C – How does it look in practice

Let’s imagine you’ve just retired at age 62 with the following account balances:

Bank Account: $250,000
Joint Account: $1,500,000
Traditional IRA: $2,000,000
Roth IRA: $200,000

Your joint account includes $1M in cost basis and $500K in long-term unrealized gains.

You need $120,000/year ($10,000/month) to cover retirement expenses.

Scenario 1: Living Off Cash

In year 1, you draw from your bank account, resulting in $0 taxable income. This opens a unique window:

  • You can realize over $100,000 in long-term capital gains and pay 0% in capital gains tax, thanks to the standard deduction (~$30,000) and the $94,000 income threshold for the 0% capital gains bracket (married filing jointly).
  • This saves $15,000+ in taxes in one year—and $30,000+ if repeated in Year 2

Scenario 2: No Joint Account with Gains to Recognize

If you didn’t have appreciated assets to harvest, consider a Roth conversion instead:

  • Convert $100,000 from your Traditional IRA to a Roth IRA.
  • After accounting for the standard deduction, you stay within the 12% tax bracket, owing about $12,000 in tax per year.
  • Over two years, that’s $24,000 in taxes on $200,000 converted—dollars that will now grow tax-free in the Roth IRA.
  • Over 10 years even at 5% growth, the tax-free compounding adds up significantly.
Castlepoint Wealth - Golden Years article - Scenario 2 diagram

The Bigger Picture

These early retirement years—before Required Minimum Distributions (RMDs) and social security begin—are a prime opportunity to control your income and strategically lower your lifetime tax bill. Even if large conversions aren’t feasible, smaller annual Roth conversions (e.g., $20,000/year) can lead to major long-term savings.

It’s wise to work with a trusted advisor to tailor this approach to your unique goals and income needs.

*RMD’s are unavoidable in that the distributions must occur, however there is a planning technique that allows the distribution to occur without recognizing income. This would be a Qualified Charitable Distribution, or QCD. QCD’s have certain rules and complexities involved that would need to be aligned with the clients’ goals before implementation.