Is This Amazing Technology A Danger To Your Career?

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Last October, electric car maker Tesla introduced self-driving features into its cars overnight, with a software update installed via wifi. In January, General Motors invested $500 million into car-service Lyft with plans to begin testing driver-less car services for actual customers in one year. Google, Apple, Ford, Toyota and others are racing to produce self-driving cars and we are very, very close to seeing this incredible technology become a reality. Could your next car be an Apple iCar?

Technological change is nothing new, but we may be on the verge of seeing the rate of change increase dramatically, with significant implications for individuals and the economy as a whole. Some of these changes are fairly easy to predict, but there will be secondary and tertiary impacts which will be much more difficult to imagine. And while the changes will be net positive for society, cost savings often come about when jobs which are no long necessary become eliminated.

Self-driving cars will be much safer, virtually eliminating accidents from distracted driving, driver error, fatigue, or drunk driving. Driver-less trucks and taxis will gradually replace drivers, reducing transportation costs. Families will no longer need two, three, or four cars, and many will forgo car ownership altogether, being able to summon a vehicle for the relatively few minutes a day they require transportation. Your newborn child or grandchild may never even have a driver’s license!

Speeding tickets and traffic infractions will decline, creating budget gaps for cities who previously enjoyed significant revenue. Warren Buffett called self-driving cars a “real threat to insurers” like GEICO, which derive substantial revenue from car insurance. As insurance premiums fall for safer driver-less cars, you can expect that premiums for the remaining human drivers will skyrocket as they will quickly become the high risk vehicles on the road.

There are so many positives about driver-less cars that will make our lives better. However, if you are a truck driver, own an auto body shop, work for an insurance company or emergency room, you should expect less demand for your services, reduced revenue, and loss of jobs across your industry. For those individuals, the driver-less car will have the same effect as Henry Ford’s Model T had on carriage makers and buggy whip manufacturers a hundred years ago.

Innovation is great for society and the economy, but can come at a high cost for those individuals who get left behind. Last month, I wrote about the benefits of working until age 70. The greatest challenge for many people will not be their ability or willingness to work until 70, but just keeping their job for that long.

Last year, I met an individual who lost his job of 30 years at age 57 when his employer closed. He wanted to keep working and was not prepared, financially or emotionally, for retirement. However, his skill set was decades out of date. He wanted to hold out for his old salary and was unwilling to relocate or consider jobs that were not near. He looked for a job for three years before officially declaring himself retired at age 60. Now, he has no choice but to start Social Security at age 62 and lock-in a greatly reduced benefit. His retirement will be quite tight, which wouldn’t have been the case had he been able to work and save for another 8-10 years as he had originally planned.

To work to age 70, most folks will have several different careers and will need to continually educate themselves and possibly even retrain entirely if their profession is going to be impacted by innovations such as the driver-less car. Education will become life-long, instead of something which is completed and left behind in your early twenties. There is no doubt that it is a challenge to be a job seeker in your 50’s or 60’s, which is why the best thing for those at risk of job loss is to keep your skills and certifications fresh and to change jobs before you find yourself unemployed.

The two most valuable companies in the world today are Apple and Google, each with a valuation of roughly $500 Billion. That shows the remarkable economic opportunity behind innovation. And Google created that value in less than 18 years! As investors, it’s easy to recognize the growth achieved from new technology. For the sake of your individual financial plan, however, you first need to make sure that you will have an income to save and invest! Consider what are the risks to your career before those risks become a reality.

The Saver’s Tax Credit

Since most employers today no longer provide defined benefit pension plans for their employees, the burden of retirement saving has shifted to the employee. Not surprisingly, saving for retirement is a pretty low priority for the many Americans who are focused on how they are going to pay this month’s bills.

Understanding Taxes in Early Retirement (Updated for 2026)

Many people expect their taxes to drop significantly once they retire. After all, earned income often disappears. In practice, however, retirement does not automatically lead to a lower tax bill.

For many retirees, taxes remain higher than expected — and in some cases increase — because income continues to come from multiple taxable sources, including retirement accounts, Social Security, pensions, and investments. This guide explains why that happens, outlines key tax rules relevant to early retirement, and highlights common areas that often surprise retirees.

For additional context, see Tax Planning for Retirees and Retirement Income Planning.


Retirement Does Not Eliminate Taxable Income

While retirement may end wages or salary, it does not eliminate taxable income. Common sources of income in retirement include:

  • Withdrawals from traditional IRAs and 401(k)s
  • Pension income
  • A taxable portion of Social Security benefits
  • Interest, dividends, and capital gains from investments
  • Rental or other passive income, if applicable

Each of these sources may be taxed differently, but together they often keep retirees in similar tax brackets to their working years — particularly once required minimum distributions begin.


How Social Security Is Taxed

Social Security benefits may be partially taxable depending on your combined income, which is calculated as:

Adjusted gross income + nontaxable interest + 50% of Social Security benefits

Once combined income exceeds certain thresholds, up to 50% or 85% of Social Security benefits may be included in taxable income. These thresholds are not indexed for inflation, which means more retirees are subject to Social Security taxation over time. The income thresholds are: Single $25,000=50% of benefits are taxable and $34,000=85%. For Married Couples, it is $32,000=50% and  $44,000=$85%. All of my clients are seeing 85% of their SS benefits as taxable.


2026 Federal Income Tax Brackets

For the 2026 tax year (returns filed in 2027), ordinary income is taxed using the following federal brackets:

Tax Rate Single Filers Married Filing Jointly
10% Up to $12,400 Up to $24,800
12% $12,401 – $50,400 $24,801 – $100,800
22% $50,401 – $105,700 $100,801 – $211,400
24% $105,701 – $201,775 $211,401 – $403,550
32% $201,776 – $256,225 $403,551 – $512,450
35% $256,226 – $640,600 $512,451 – $768,750
37% Over $640,600 Over $768,750

These brackets apply to ordinary income, including most retirement account withdrawals and pension income.


Standard Deduction and Age-Based Increases

For 2026, the standard deduction is:

  • $16,100 for single filers
  • $32,200 for married filing jointly

Taxpayers age 65 or older receive an additional standard deduction:

  • Single filers: +$2,050
  • Married filing jointly: +$1,650 per spouse

In addition, a temporary senior bonus deduction of up to $6,000 applies for taxpayers age 65 and older, subject to income phaseouts.

These deductions can reduce taxable income, but for many retirees they do not fully offset income from retirement account withdrawals, Social Security taxation, or required minimum distributions.


Net Investment Income Tax (NIIT)

Retirees with higher income may also be subject to the Net Investment Income Tax, an additional 3.8% surtax on certain investment income once modified adjusted gross income exceeds:

  • $200,000 for single filers
  • $250,000 for married filing jointly

Investment income subject to NIIT may include interest, dividends, capital gains, rental income, and other passive income. NIIT does not apply to IRA distributions. Because these thresholds are not indexed for inflation, more retirees encounter NIIT over time, even without a significant increase in lifestyle spending.


Required Minimum Distributions and Reduced Flexibility

Under current law, required minimum distributions (RMDs) generally begin at age 73, with the starting age rising to 75 for future retirees who were born in 1960 and later.

Once RMDs begin:

  • Annual withdrawals are mandatory
  • The distribution amount is added to taxable income
  • Retirees have limited ability to reduce or defer the income

As a result, many retirees find that once RMDs start, they have far less control over their tax bill from year to year — particularly when RMDs interact with Social Security taxation, NIIT, and Medicare surcharges.

Can You Reduce Required Minimum Distributions?


IRMAA and Medicare Premium Surcharges

Another common surprise in retirement is IRMAA — the Income-Related Monthly Adjustment Amount.

IRMAA is a surcharge added to Medicare Part B and Part D premiums when income exceeds certain thresholds. Importantly, IRMAA is based on income from two years prior, not current-year income.

This means that a year with higher income — such as large IRA withdrawals or Roth conversions — can result in higher Medicare premiums later, even if income declines afterward. Many retirees first encounter IRMAA only after it has already been triggered. See 2026 IRMAA Information here.


Why Taxes Often Stay Higher Than Expected

Although employment income may stop, many retirees continue to pay taxes on:

  • Retirement account withdrawals
  • Pension income
  • Taxable Social Security benefits
  • Investment income
  • Net Investment Income Tax
  • Medicare premium surcharges

Once required distributions and Medicare thresholds are involved, tax outcomes are often driven more by rules than by discretionary spending choices.


Putting the Pieces Together

Retirement tax planning often involves coordinating multiple moving parts, including income timing, withdrawal sources, and age-based rules. While deductions and credits may help, they do not eliminate the underlying complexity.

For a broader view of how taxes fit into retirement decisions, see Tax Planning for Retirees and Retirement Income Planning.

If you would like to discuss how these considerations apply to your situation, you may request an introductory conversation here:
Request an Introductory Conversation

Avoiding Capital Gains in Real Estate

I’ve gotten a number of questions about Capital Gains and Real Estate recently, so I thought it was time for a post. While many home sellers do not have to pay any tax on the sale of their home, for others, capital gains taxes can be significant, even hundreds of thousands of dollars. Here are five ways to reduce capital gains when you sell real estate.

Stop Retiring Early, People!

 

When I was 30, I set a goal of being able to retire at age 50. I’m still on track for that goal, but with my 44th birthday coming up next month, I now wonder what the hell was I thinking. I don’t want to retire. I get bored on a three-day weekend. I need to have mental activity, variety, and the sense of purpose and fulfillment that comes with work. So, no, I won’t be retiring at 50 even if I can.

Funding Your Retirement With Dividends

 

Much has been studied, analyzed, and written about the “safe withdrawal rate” from a retirement portfolio, but unfortunately, there is no withdrawal rate that is guaranteed to work in all circumstances. The interest rates on bonds remains so low today that a portfolio of 60% equities and 40% bonds is almost certainly going to lag its historical return over the next decade. That’s a real danger to anyone who is basing their retirement withdrawals on past performance.

Are Investment Advisory Fees Tax Deductible?

 

It surprises me how few questions I receive about the tax deductibility of Investment Advisory fees. I hope that your CPA asks this question as they prepare your tax return, but I fear that some people miss this potential tax deduction. As with many tax rules, this one has quite a number of caveats. Here are three things you need to know:

1. First, we need to distinguish between Investment Advisory Fees (also called Investment Management Fees), Financial Planning Fees, and Commissions. Only Investment Advisory Fees are tax deductible. If you are a client, note that the fees charged by Good Life Wealth Management are Investment Advisory Fees.

Boost Confidence, Improve Your Finances

 

Which comes first, confidence or success? I believe that in most facets of life, confidence is a prerequisite for success. This is true whether you are a business executive, athlete, musician, teacher, or any other profession. Of course, there is a virtuous cycle where success reinforces confidence, but it has to begin with confidence in the first place.

Self Employed? Discover the SEP-IRA.

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The SEP-IRA is a terrific accumulation tool for workers who are self-employed, have a family business, or who have earnings as a 1099 Independent Contractor. SEP stands for Simplified Employee Pension, but the account functions similar to a Traditional IRA. Money is contributed on a pre-tax basis, and then withdrawals in retirement are taxable. Distributions taken before age 59 1/2 may be subject to a 10% penalty.

Social Security It Pays To Wait

Social Security: It Pays to Wait (Updated for 2026)

Delaying Social Security retirement benefits can significantly increase your monthly checks — sometimes by 24% or more — and provide more lifetime income for retirees. This article explains the 2026 rules for claiming, the benefits of waiting, and how this decision fits into a retirement income plan. We work with retirees and pre-retirees with $500,000–$5 million in assets.


How Social Security Benefits Are Adjusted in 2026

In 2026, Social Security retirement benefits receive a cost-of-living adjustment (COLA) of 2.8%, increasing average monthly payments for retirees. The average benefit will be about $2,071 per month in 2026, up from around $2,015 in 2025, and the maximum benefit for someone who delays until age 70 can exceed $5,200 per month.

A 2.8% COLA helps protect retirees against inflation, but most retirees still find it difficult to keep pace with rising costs, especially for healthcare and housing.


At What Age Can You Claim Social Security?

  • Age 62: Earliest eligibility — benefits are permanently reduced compared to later claiming.

  • Full Retirement Age (FRA): 67 for anyone born in 1960 or later; benefits at this age are unreduced.

  • Age 70: Maximum benefit age — delayed retirement credits stop after age 70.

Because FRA has fully risen to age 67 for newer retirees and stays there under current law, most people born in 1960 or later should plan around age 67 as the baseline for full benefits.


How Waiting Increases Your Benefit

Delayed Retirement Credits (DRCs) boost your monthly benefit by about 8% for each year you delay past FRA up to age 70. This means:

  • If your FRA benefit is $2,000 per month, waiting to age 70 could increase it to about $2,480 monthly — roughly a 24% increase.

  • These increases last for life and are adjusted annually with COLA.

The idea is simple: claiming later means a smaller number of larger checks, versus a larger number of smaller checks if you claim early.


What Happens if You Claim Early

Claiming at age 62:

  • Can result in up to a 30% permanent reduction in monthly benefits compared with claiming at your FRA. You can receive income sooner, but the benefit is smaller for life.

Many people claim early because they need the income, but that choice often costs tens of thousands of dollars over a lifetime compared with waiting if they have the savings cushion to delay. Social Security decisions should not be made in isolation, but coordinated with investments, taxes, and withdrawal strategy as part of an overall retirement income planning approach.


How Earnings and Work Affect Benefits

If you claim before FRA and continue working:

  • The earnings test may temporarily withhold some benefits if your income exceeds the 2026 limits.

    • For those under FRA: about $24,480

    • In the year you reach FRA: about $65,160
      Any withheld benefits are credited back when you reach FRA so they are not permanently lost.


Should You Always Wait Until Age 70?

Not always — but for many pre-retirees and retirees with healthy life expectancies and sufficient savings, delaying benefits until age 70 can offer the strongest long-term financial outcome. Here’s why:

  • Guaranteed higher lifetime income: Waiting adds DRCs up to age 70.

  • Protection from longevity risk: Larger lifetime checks help cover decades of retirement. If you are worried that you will live to be 95 or 100 and run out of money, delaying benefits can actually help.

  • Coordination with other income: Larger Social Security benefits can reduce the need to draw down other retirement savings in your seventies.

  • Survivor Benefit: If you are married and the higher earning spouse, there will be a Survivor’s Benefit if your spouse outlives you. In effect, whichever spouse has the higher benefit, that amount will apply to both lifetimes. So, even if you have poor health, there could be a benefit to delaying to age 70.

However, waiting makes sense only if you:

  • Have enough cash flow or savings to bridge the gap

  • Are in reasonably good health

  • Have not already locked into significant medical or living expenses early in retirement


How to Fit This Into a Retirement Income Plan

Choosing when to claim Social Security is not just a number-crunching exercise — it’s a major retirement decision that interacts with:

An effective claiming strategy considers all of these rather than isolating Social Security alone. For example, coordinating your Social Security timing with a Roth conversion can reduce your taxes and spread taxable income over years — a key component of a comprehensive retirement plan. You might find our Questions to Ask a Financial Advisor and Who We Help pages helpful when evaluating professional guidance. Read about hiring an advisor vs DIY.

This topic is often part of a broader retirement or tax planning conversation. If you’d like help applying these ideas to your own situation, you can request an introductory conversation here.


Examples of Claiming Outcomes

Scenario 1 — Claim at Age 62:

  • Immediate income, but about 30% lower monthly benefits than claiming later.

  • Suitable for retirees needing earlier cash flow and limited savings.

Scenario 2 — Claim at FRA (67):

  • Full benefits with no reduction.

  • Balances early retirement income with higher long-term benefit.

  • If you will be receiving spousal benefits, there are no deferred retirement credits past full retirement age. Claim now! The spousal benefit is equal to one-half of your spouse’s PIA. If this exceeds your own benefit (based on your earnings), then you will receive the spousal benefit.

Scenario 3 — Claim at 70:

  • Maximum benefit with roughly 24% more than FRA benefits due to DRCs.

  • Often best for healthy retirees with adequate savings to wait.


Frequently Asked Questions

What is full retirement age in 2026?
Your full retirement age (FRA) is age 67 for those born in 1960 or later,

How much can Social Security benefits increase by waiting?
If you delay benefits from 67 to age 70, your monthly benefit may increase by up to about 24% from delayed retirement credits. If you delay from 62 to 70, your monthly benefit will be 77% higher.

Can I work and claim Social Security in 2026?
Yes — but if you claim before FRA and earn above the earnings limits, some benefits may be withheld temporarily before FRA.