There’s no question about it, that when it comes to saving for retirement, the financial mass media pounds the table with all things retirement accounts like IRAs and 401(k)s, but there’s a vastly underutilized investment vehicle that can help retirees enjoy a potential 6-figure retirement income, entirely tax-free.

We are referring to the good olé brokerage account.

A brokerage account is simply an investment account you open where you deposit money from your own bank account and then you can use that cash to invest in various investments held inside that brokerage account. Most commonly, people will invest in things like stocks, bonds, mutual funds, ETFs, things of that nature.
In this episode, I teach you how you might utilize a brokerage account for a 6-figure retirement income, tax-free.

More specifically, we discuss:

• The difference between a brokerage account and a retirement account such as an IRA or 401(k)
• How a pre-retiree might accumulate funds inside of a brokerage account
• How taxes work when it comes to brokerage accounts and the investments held inside them
• How exactly you can end up paying no federal taxes on over 6-figures of income
• Hypothetical scenarios (basic concept and real-world)
• The importance of a retirement income plan and investment strategy

Resources:

• Access Episode Show Notes and Sign Up for the Retired·ish Newsletter
• Ask Cameron A Question!

Key moments:

(03:44) Build brokerage account for retirement income flexibility

(07:35) Pre-Tax IRA/401(k) assets taxed as ordinary income, brokerage assets can be subject to lower long-term capital gains rates

(10:08) 0% capital gains tax up to $96,700 for married filing joint in 2025

(12:07) Conceptual Scenario: high 6-figure income in retirement, zero taxes

(15:24) Real-World Scenario: high 6-figure income in retirement, zero taxes

(23:02) Key points when using brokerage accounts as part of your retirement income strategy

Building up a substantial amount of savings in your 401(k) or IRA may serve as an indicator for a job well done in saving for retirement.
But what soon-to-be retirees need to realize is that if the majority of your retirement savings is in pre-tax dollars, taxes will eventually be owed while in retirement and taking distributions.

Depending on your tax situation in retirement and the tax laws in place at that time, these large account balances may cause a tornado of taxation that you weren’t expecting - which can cause you to have to rethink your retirement strategy altogether.

In this episode, Cameron discusses why pre-retirees should reconsider building up their pre-tax retirement account balances, and what to do instead.

More specifically, we discuss:

• The potential tax problem Cameron has seen recently when talking with those age 50+
• The “shadow taxes” that await you in retirement
• The potential tax ramifications of building up large pre-tax IRA and 401(k) balances
• Alternatives to saving money on a pre-tax basis
• Why tax rates are likely to be higher in the future
• Roth conversions
• How to mitigate or avoid estimated tax penalties when implementing Roth conversions

Resources:

• Access Episode Show Notes and Sign Up for the Retired·ish Newsletter
• Ask Cameron A Question!

A Roth IRA offers tax deferral on any earnings in the account. Qualified withdrawals of earnings from the account are tax-free. Withdrawals of earnings 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. Limitations and restrictions may apply.

(01:58) Those age 50 and over should slow down building up pre-tax 401(k) and IRA.

(06:01) Roth 401(k) employer match/profit sharing is taxable; 401(k) plan document dependent.

(07:48) Tax deduction today, or in retirement? Time Value of Money concept isn’t always what it seems.

(10:13) Consider choosing Roth IRA/401K over traditional savings moving forward.

(15:09) Optimize tax strategies with underutilized brackets.

(16:22) Potential tax changes could affect inheritance complexities.

(18:27) How to pay for taxes due from a Roth conversion and avoid underpayment penalties.

The landscape of taxes, retirement savings and Medicare are ever changing.
Every year we see changes to the laws and limitations such as tax rates, brackets, and deductions, limitations on retirement plan contributions, and premium changes to Medicare to name a few.

2025 brings us some run of the mill changes sprinkled with substantial changes that can largely benefit retirees and soon to be retirees.

In this episode, we discuss some of the most important changes and how they may affect you.

More specifically, I discuss:

• Important adjustments to common tax deductions and tax rates
• Changes in the gift and estate tax landscape
• New retirement savings laws and updates for those still working in 2025
• Important changes for Medicare and prescription drug plans
• Social Security related updates for 2025

Resources:

• Access Show Notes and Sign Up for the Retired·ish Newsletter HERE
• Ask Cameron A Question!

Key moments are:

(00:00) 2025 standard deduction amounts increased for inflation.
(05:32) Estate tax exemption may significantly decrease post-2025.
(09:40) Those ages 60-63 can now put more into their employer sponsored retirement plan in 2025
(12:29) Employers can now contribute Roth, impacting taxes.
(17:41) High out-of-pocket costs for Medicare prescriptions.
(20:07) Out-of-pocket drug costs capped at $2,000.
(22:59) 2.5% COLA for Social Security in 2025. Wage limit increases 4.5%.

If you’ve built or inherited an investment portfolio alongside the savings in your retirement accounts, you are likely to face some taxation every year on things like interest, dividends, and capital gains generated from the investments.

These might be investments such as stocks, bonds, mutual funds, or ETFs held in a brokerage account to name a few.
While these investments can serve as a fantastic compliment to your other retirement savings, you’ll want to be sure to manage this money in the most tax-efficient manner each year to allow your money to last as long as possible.

In this episode we discuss 6 year-end strategies to help you reduce the annual tax bill from your portfolio.

More specifically, I discuss:

• 7 basic tax rules you need to know when it comes to non-retirement investment portfolios
• Properly offsetting gains and losses
• Properly use long-term losses
• Avoiding the wash-sale rule
• Make use of lower tax brackets
• Donating appreciated stock to charity
• Do not donate depreciated stock to charity

Resources:

• Access Episode Show Notes and Sign Up for the Retired·ish Newsletter
• Ask Cameron A Question!

Key moments:

00:00 Non-retirement accounts have annual tax implications

05:29 Capital gains can be taxed between 0% to 40.8% based on income and nature of gain

09:02 Properly offset short and long-term gains with losses to defer taxes and optimize savings

10:22 Consider strategic tax planning for mutual funds held in non-retirement accounts

15:04 Transfer appreciated stock to family in lower tax brackets

17:22 Donate appreciated stocks if itemizing deductions and charitably inclined

In a recent study published by the investment research company Morningstar, they estimate that the average dollar invested in funds by individual investors over the 10 years ending December 31st, 2023 earned a 1.1% lower rate of return per year than the actual investments they were invested in.

This resulted in individual investors out on nearly 16% of the investment’s actual returns each year, even without consideration of any investment fees.

Morningstar updates this data annually as part of their “Mind The Gap” study, and in this episode I break down why this is happening and what this means for investors.

More specifically, I discuss:

• What investing insights does this research show us?
• The difference in investor return “gaps” per asset classes invested in.
• Investors miss out on 50% of taxable bond fund returns!
• Why are many individual investors earning lower average rates of return than their investments themselves?
• The difference in investor return “gaps” based on the volatility of a particular asset class.

Resources:

• Access Show Notes and Sign Up for the Retired·ish Newsletter HERE
• Ask Cameron A Question!

Key moments are:

00:00 Difference between investment and investor returns.

05:07 Investor behaviors remain consistent over the years despite political and economic uncertainty.

06:37 Return gap varies widely depending on asset class.

12:55 Investors tend to receive about 50% of bond fund returns.

16:33 The more volatile the fund, the more likely investor’s poorly time investment activity.

Kamala Harris and Donald Trump present starkly different tax proposals for the 2024 election reflecting their contrasting economic priorities. And while the exact outcomes of future tax policy are unknowable, you can be better prepared by having a good understanding of the potential changes.

In this episode, I address some of the major tax policies at play if either candidate takes office, and how they might affect your situation.

More specifically, I discuss:

• A basic review of the current tax laws in place under the Tax Cuts and Jobs Act (TCJA)
• What will happen if the TCJA sunsets (expires) in 2026 without intervention from either candidate?
• How might you be affected by the sunsetting of the TCJA.
• Brief overview of Harris’s main tax proposals and what it means for you.
• Brief overview of Trump’s main tax proposals and what it means for you.
• Will the State and Local Tax deduction (SALT) limits be removed before 2026?

Resources:

• Access Show Notes and Sign Up for the Retired·ish Newsletter HERE
• Free Retirement Jump-Start Analysis
• Ask Cameron A Question!

00:00 Political uncertainty surrounds future tax provision changes

04:15 Middle-class tax burden increasing significantly by 2026

08:01 Harris aims to raise taxes on the wealthy, but Trump’s cuts may be too expensive

11:12 Higher corporate taxes could mean higher prices

16:39 $10,000 SALT cap limits state tax deductions significantly

21:05 Existing small businesses may face tax increases in 2026

24:50 Tax proposals may influence voters significantly come November 2024

In today’s challenging and expensive economic environment, many young adults in their 20’s and 30’s are struggling to find stable footing when it comes to their finances.

Whether that’s struggling to find that perfect career that can help them pay off their student debt, saving enough for a downpayment on a first home, or having extra cash each month to pay for childcare.

These common issues are causing many parents in retirement to rethink their own situation by contemplating whether or not they should step in to help, and if so, how?

More specifically, I discuss:

• How to go about making the decision to help your children out financially from your own retirement resources
• Gifting and seeing your kids benefit from financial help while you’re alive, or let them inherit your wealth at death
• Potential financial and tax ramifications of gifting your children money or assets vs. inheriting
• Important things to consider before making the decision to help your children out financially
• Real-life case study of a retired couple with 4 children

Resources:

• Access Show Notes and Sign Up for the Retired·ish Newsletter HERE
• Free Retirement Jump-Start Analysis
• Ask Cameron A Question!

Key moments are:

02:37 Case Study of retired couple wanting to help children financially

04:55 Capital gains implications and cost basis

07:45 Child daycare for grandchildren, downpayment for a bigger home

10:50 What to consider when deciding whether or not to gift children money

15:01 Consider family dynamics, fair inheritance, and taxes

18:50 Assessing your children’s “wants” vs. their actual “needs” and strategies to preserve wealth

When approaching a retirement from a long and successful career, you’ll likely have a list of big decisions to make in a relatively short time.

One of those decisions will be whether or not you should manage your retirement account(s) on your own after retiring - when you begin to convert them into an income stream to support your lifestyle. This is opposed to looking for outside help from a professional such as a financial advisor or planner, and it’s a decision that comes with both pros and cons.

However, before you decide, I think it’s important to understand what you may be getting yourself into since spending and distributing your retirement savings is much different than saving for retirement.

More specifically, I discuss:

• What does it mean to manage your own retirement savings?
• What common tasks and expertise does managing your own retirement account(s) entail?
• What are some of the pros and cons to the “do it yourself (DIY)” approach to investing?
• Common examples of costly retirement mistakes, even when it feels like you’re making money
• Should you take on the responsibilities of investment management and retirement planning or seek help?

Resources:

• Access Show Notes and Sign Up for the Retired·ish Newsletter HERE
• Start Your Complimentary “Jump-Start” Retirement Analysis Here
• Ask Cameron A Question!

Chapters:

00:00 Managing your own retirement accounts: what's involved.

05:21 DIY investing can save direct costs but may have larger indirect costs.

09:55 Having accountability from a 3rd party may yield better outcomes.

13:57 Market drops can cause panic, lifestyle, and strategy concerns.

16:24 Have a plan to mitigate potential retirement risks and changes throughout life.

20:45 Examples of costly investment mistakes that feel like wins.

27:09 Managing your investments in retirement is not what you expect it to be.