Planning a Tax-Free Retirement

By
Windus Fernandez Brinkkord, AIF®, CEPA
May 24, 2018
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When planning for retirement, you need to look at multiple sources of income and be sure that some of the income sources are tax-free. The more, the better. So, how do you plan for a retirement income stream that minimizes overall taxation?

Four Instruments that Provide tax-free Retirement Income

Here are four great ways to provide yourself with tax-free.

  1. Roth IRA is a great retirement investment that can result in a steady stream of tax-free retirement income as long as they are considered qualified. However, you must qualify for an IRA and the requirements are adjusted year by year as is the amount eligible for savings. Withdrawals prior to age 59 ½ or prior to the account being opened for 5 years, whichever is later, may result in a 10% IRS penalty tax. Future tax laws can change at any time and may impact the benefits of Roth IRAs. Their tax treatment may change.

If you do qualify, money put into a Roth IRA is taxed when you receive it, so it is not taxed again when it is withdrawn. In 2018, the eligibility requirements are:

  1. Single or head of household, earning less than $120,000 to fully contribute to a Roth IRA.
  2. Married filing jointly or a qualified widow(er) earning less than $189,000 to fully contribute to a Roth IRA.
  3. Married filing separately earning less than $10,000 to fully contribute to a Roth IRA. (Note that those married but filing separately can use the limits for single people as long as they have not lived with their spouse in the past year)
  4. Municipal Bonds and Funds provide income distributions not taxable by the federal government though they are may be subject to state income tax. Because they are not subject to federal income tax, interest paid on these bonds is typically less than taxable bonds.

There is no income limit to investing in tax-free municipal bonds and funds.

  1. Health Savings Accounts (HSAs) are available if your employer offers health insurance using an HSA. Combined contributions by the employer and employee to this account as of 2018 can be as high as $6,900.00 for qualifying plans.

Following the rules about which expenses are reimbursable, no taxes are paid on withdrawals.

In addition, the HSA funds and earnings can be held until retirement then uses to provide tax-free income by reimbursing the holder for past and current allowable expenses which include Medicare premiums.

  1. Roth 401(k) or 403(b) allow Roth contributions inside these accounts making those contributions and their subsequent retirement earnings, tax-free. These accounts are not subject to income eligibility limits but they are subject to taxes in the year that contributions are made.

Making the Most of Your Home

Another way to make a smart investment for your retirement is to pay off any mortgage that you have on your home before you retire which allows you to live in your home for the cost of property taxes and home insurance alone.

For many retirees, this is a huge reduction in their monthly expenses allowing the money be used elsewhere.

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By
David McDonough
July 23, 2019

The road to financial independence isn’t always a smooth one. There are plenty of things that can pop up and derail us from our goals. Sometimes it’s an unexpected turn of fortune, like a sudden loss of a job or a medical crisis. More often than not, though, the things that derail us from our financial goals are our own financial bad habits.

There are a lot of financial bad behaviors that plague every-day Americans: impulsive purchases and overspending, not living within your means, lack of a financial plan for emergencies and the future. One of the most challenging aspects of financial bad habits is how unassuming they seem at first glance. Most of these bad habits appear to have a minor impact in the moment. Yet, living years with these bad habits left unchecked can do more damage to your long-term financial health than some of these situational detours, like the loss of a job or a medical crisis.

Awareness of these bad habits is the key to kicking them. Once you identify what they are, you can put steps in place to work against them. Not sure where your money is going? Make a budget and make sure that where your money goes reflects your values. Are you an over spender? Perhaps avoid those spending triggers like a mall or online vendors and give yourself a cash allowance rather than utilizing credit cards. Do you need to put more money away for an emergency fund or investments? Have money automatically transferred every month to ensure that you’re paying yourself first.

If you’re not sure what your financial bad habits are or how to fix them, working with a financial advisor might be your best course of action. Having a third-party look over your financial house and habits can help identify unhelpful behavior or areas of improvement. Our Decision Coach program was especially designed for those folks who may need some additional accountability and coaching. In fact, if one of your financial bad habits is lending money you can’t afford, a financial advisor can be a great scapegoat as to why you have to start saying No. We don’t mind being the “bad guy” to your loved one if that helps you stay on your path to financial independence.

The path to financial independence can have some pot holes, the most significant being our own self-sabotaging behaviors. However, the proper awareness can bring change. Changing any type of behaviors take time and support, and we’re happy to help those who are committed to helping themselves.

The opinions voiced in this material are for general information only and are not intended to provide specific advice or recommendations for any individual.

By Trilogy Financial
October 13, 2025

Starting December 16, 2025, Meta will begin using what you say or ask in Meta AI chats to personalize what you see on Facebook and Instagram.

  • Example: If you ask Meta AI for hiking tips, you may start seeing more hiking posts or ads.
  • Meta says it will not use AI chats about sensitive topics such as politics, religion, or health.
  • Users will begin receiving notifications about this change in October.

 

What This Means for You

Your social media experience may start to feel more personalized, but it also means Meta will collect and analyze more information about your interests based on your AI conversations.

 

Possible Risks

  • Less Privacy: Your AI chats could influence what ads or posts you see. Even if Meta says it is not reading your full conversations, it is still learning from them.
  • Unintended Targeting: You may start seeing ads or content you did not expect, based on what you mentioned to Meta AI.
  • Misunderstandings: If the AI misinterprets what you say, it could lead to inaccurate suggestions or assumptions about your interests.
  • Data Sharing Concerns: More information about you increases the risk if Meta’s systems are ever compromised or misused.

 

What You Can Do

You do not have to stop using Meta AI, but you can take steps to control how much it learns from you.

  1. Limit what you share with Meta AI.
    Avoid asking personal or sensitive questions.
    Treat AI chats like public posts and do not share anything private.
  2. Review your ad preferences.
    Go to Settings → Ads Preferences on Facebook or Instagram.
    Adjust “Ad Topics” and “Activity Used for Ads” to limit personalization.
  3. Use the “Why am I seeing this” option.
    Tap the three dots on any ad or post to understand why it was shown and make changes.
  4. Turn off AI features where possible.
    You can skip or decline to use Meta AI in searches or chats.
  5. Stay alert for prompts.
    Meta will notify users about this update. Take a moment to read the message before clicking “Agree.”

 

Bottom Line

Meta’s AI is designed to make your social media feed feel more relevant, but it also means the company is using new kinds of data about you. If you use Meta AI, be thoughtful about what you share and take a few minutes to review your privacy settings so you stay in control.

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