Insights

The Stock Market Has Outperformed Expectations!

A $10,000 investment in the S&P 500 40 years ago could be worth about $377,000 today.

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Cryptocurrencies Can Be Highly Speculative and Risky.

Many investors are exploring cryptocurrency, but the risks can be significant.

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Investing Through Market Volatility: It’s Going to Be OK

Every year, financial experts make predictions about where the markets are headed next.

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How To Setup A Retirement Plan For Your Small Business

Less than half of small businesses offer retirement plans, making it harder for many people to start saving for retirement.

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Help Your Employees Understand Their 401K

Many employees lack guidance on their 401(k), making it harder to maximize their retirement savings.

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Why You Should Consolidate Your Old 401(k)s With a Financial Advisor

If you’ve changed jobs, you may have old 401(k)s left behind—and managing them often gets overlooked.

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Your Money, Their Target: How to Stay One Step Ahead of Scammers

It often starts with a simple click or a moment of distraction. A convincing email, a friendly-sounding voice on the phone, or a deal that seems too good to pass up. However, these official looking messages are actually scammers.

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Are You Following the Financial Herd?

Herd mentality is the tendency to follow the actions of a larger group, even when those actions might not be in one’s best interest. When it comes to finances, herd mentality can have significant implications for your investments and retirement planning.

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The Hidden Cost of DIY Investing

Doing your own investing has never been easier. The tools are accessible. The online resources are endless. But there’s one cost that often gets ignored: peace of mind. When markets are calm and rising, it’s easy to feel in control.

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Couple reviewing their financial plan together on a laptop at home

Is It Worth It to Pay for a Financial Advisor?

Is It Worth It to Pay for a Financial Advisor?

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Welcome to Oak Road Wealth Management!

Welcome to Oak Road Wealth Management!

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What football can teach us about diversification

What football can teach us about diversification

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What REALLY matters when it comes to building wealth?

What REALLY matters when it comes to building wealth?

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The truth about Social Security

The truth about Social Security

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5 Ways to Use Your Tax Refund Wisely

5 Ways to Use Your Tax Refund Wisely

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Accepting market cycles and focusing on the process

Accepting market cycles and focusing on the process

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Choosing a Financial Advisor: Fee-Only vs Fee-Based

Choosing a Financial Advisor: Fee-Only vs Fee-Based

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Where did we get this idea that we need to try to beat the market?

Where did we get this idea that we need to try to beat the market?

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Roth IRA and 401(k) retirement account paperwork with a calculator and question mark note, representing the question: how can I avoid paying taxes on my retirement account

How Can I Avoid Paying Taxes on My Retirement Account?

How Can I Avoid Paying Taxes on My Retirement Account?

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A ceramic jar labeled "Retirement Fund" surrounded by coins, dollar bills, and dice — illustrating the uncertainty and planning involved in retirement savings.

How Much Do I Need to Retire?

How Much Do I Need to Retire?

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Two professionals meeting at a desk for a free financial advisor consultation in Lee's Summit, Missouri

Can You Speak to a Financial Advisor for Free?

Can You Speak to a Financial Advisor for Free?

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A $10 bill representing the importance of financial planning — Oak Road Wealth Management, fee-only fiduciary advisors in Lee's Summit, Missouri

Is $500,000 Enough to Work With a Financial Advisor?

Is $500,000 Enough to Work With a Financial Advisor?

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Calendar with a pen highlighting a date, alongside text reading "Why Parents, Not Grandparents, Should Own 529 Savings Plans"

Why parents, not grandparents, should own 529 savings plans!

Why parents, not grandparents, should own 529 savings plans!

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A person sitting with a silver laptop on their lap, holding a credit card while looking at the screen. A prominent green text box in the upper left corner reads "WHAT'S REALLY KILLING YOUR CREDIT SCORE?" and the Oak Road Wealth Management logo is in the bo

What’s Really Killing Your Credit Score?

What’s Really Killing Your Credit Score?

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A couple smiling during a professional meeting with a financial advisor. A large green text box on the left reads, "5 Questions You Must Ask Your Financial Advisor (To See If They Are A Fiduciary)." The Oak Road Wealth Management logo is in the bottom righ

5 Questions You Must Ask Your Financial Advisor (To See If They Are A Fiduciary)

5 Questions You Must Ask Your Financial Advisor (To See If They Are A Fiduciary)

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Top-down view of a fiduciary financial advisor reviewing financial documents and statements with a couple at a wooden table.

What Is a Fiduciary Financial Advisor?

What Is a Fiduciary Financial Advisor?

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A flat-lay photograph of a leather briefcase, a notebook with the handwritten words "Roth IRA Conversions," a pair of glasses, and a leather journal on a wooden desk.

You Should Want to Pay More Taxes — Here’s Why Roth Conversions Can Save You a Fortune

You Should Want to Pay More Taxes — Here’s Why Roth Conversions Can Save You a Fortune

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Social Security card with U.S. Capitol building, representing how Social Security works and federal retirement benefits

How Social Security Works: Benefits, Taxes & Timing

How Social Security Works: Benefits, Taxes & Timing

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Tax rate schedules highlighted on IRS tax table, illustrating federal tax brackets for retirement income

What Tax Rate Do You Pay in Retirement?

What Tax Rate Do You Pay in Retirement?

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Social Security cards representing how Social Security benefits are taxed in 2026

How Is Social Security Taxed?

How Is Social Security Taxed?

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Hand dropping a coin into a glass jar labeled "Pension," illustrating how pension income is taxed

How Is My Pension Taxed?

How Is My Pension Taxed?

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IRS Form 1040 tax documents — understanding federal taxes on retirement income

Do I Have to Pay Federal Taxes on My Retirement?

Do I Have to Pay Federal Taxes on My Retirement?

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401(k) label on hundred dollar bills — Oak Road Wealth Management

What Is a Good 401(k) Balance at Age 65?

What Is a Good 401(k) Balance at Age 65?

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A ceramic jar labeled "Retirement Fund" surrounded by coins, dollar bills, and dice — illustrating the uncertainty and planning involved in retirement savings.

How Much Do I Need to Retire?

How Much Do I Need to Retire?

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The truth about Social Security

The truth about Social Security

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5 Financial Misconceptions About Retirement

5 Financial Misconceptions About Retirement

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Accepting market cycles and focusing on the process

Accepting market cycles and focusing on the process

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Who really benefits from complex financial products?

Who really benefits from complex financial products?

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Physical gold Bitcoin coins scattered over a pile of US dollar bills, featuring a prominent green text box with the headline: "What Happens When Too Few Own Too Much? Bitcoin, Intrinsic Value, and a Warning for the Average Investor."

What Happens When Too Few Own Too Much Bitcoin?

What Happens When Too Few Own Too Much Bitcoin?

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A hand places the final letter "E" onto wooden blocks spelling "DISCIPLINE" on a wooden table. To the left, a green box features the text: "THE BORING PREMIUM: WHY SIMPLE, DISCIPLINED INVESTING BUILDS REAL WEALTH." The Oak Road Wealth Management logo is in

Why Simple, Disciplined Investing Builds Real Wealth

Why Simple, Disciplined Investing Builds Real Wealth

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Calendar with a pen highlighting a date, alongside text reading "Why Parents, Not Grandparents, Should Own 529 Savings Plans"

Why parents, not grandparents, should own 529 savings plans!

Why parents, not grandparents, should own 529 savings plans!

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Hands holding a glass charity jar filled with coins. Text overlay: Gifting Appreciated Stock: The 2026 Tax Strategy for High-Net-Worth Portfolios.

2026 Stock Gifting: Avoid the 23.8% Tax Trap

2026 Stock Gifting: Avoid the 23.8% Tax Trap

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Graphical overlay titled "Qualified Charitable Distribution: The Premier 2026 Tax Strategy for Retirees" next to a glass jar filled with coins labeled "IRA," representing a tax-efficient retirement donation strategy.

Tax Shortcuts: Why QCDs Are the Ultimate 2026 Strategy for Retirees

Tax Shortcuts: Why QCDs Are the Ultimate 2026 Strategy for Retirees

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Title card: Wills for Retirees with $1 Million: The 2026 Guide to a Simple, Secure Legacy. Background shows blurred eyeglasses and legal documents.

Is Your Will Heading for the $50,000 Probate Trap? (2026 Guide)

Is Your Will Heading for the $50,000 Probate Trap? (2026 Guide)

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What is the biggest mistake with wills? A judge's gavel resting on a Last Will and Testament document, representing estate planning errors and probate risk.

What Is the Biggest Mistake with Wills?

What Is the Biggest Mistake with Wills?

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A red Probate Law book beside a wooden judge's gavel, with the blog title "Why Does Everyone Want to Avoid Probate?" overlaid on a green text block, and the Oak Road Wealth Management logo in the corner.

Why Does Everyone Want to Avoid Probate?

Why Does Everyone Want to Avoid Probate?

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What assets should not be in a will — financial documents, gold coins, and an umbrella representing estate planning and asset protection — Oak Road Wealth Management

What Assets Should Not Be in a Will?

What Assets Should Not Be in a Will?

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Living trust and estate planning form on a clipboard — what is the major disadvantage of a trust | Oak Road Wealth Management

What Is the Major Disadvantage of a Trust?

What Is the Major Disadvantage of a Trust?

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A gavel, scales of justice, and legal document on a desk — illustrating the main purpose of having a trust in estate planning.

What Is the Main Purpose of Having a Trust?

What Is the Main Purpose of Having a Trust?

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Roth IRA and 401(k) retirement account paperwork with a calculator and question mark note, representing the question: how can I avoid paying taxes on my retirement account

How Can I Avoid Paying Taxes on My Retirement Account?

How Can I Avoid Paying Taxes on My Retirement Account?

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Tax rate schedules highlighted on IRS tax table, illustrating federal tax brackets for retirement income

What Tax Rate Do You Pay in Retirement?

What Tax Rate Do You Pay in Retirement?

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Social Security cards representing how Social Security benefits are taxed in 2026

How Is Social Security Taxed?

How Is Social Security Taxed?

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Hand dropping a coin into a glass jar labeled "Pension," illustrating how pension income is taxed

How Is My Pension Taxed?

How Is My Pension Taxed?

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Wooden dice spelling "TAXES" stacked on rising piles of coins, representing retirement tax planning

What Taxes Go Away When I Retire?

What Taxes Go Away When I Retire?

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Person reviewing tax documents and using a calculator to calculate the new $6,000 senior tax deduction

What Is the New $6,000 Tax Break for Seniors?

What Is the New $6,000 Tax Break for Seniors?

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IRS Form 1040 tax documents — understanding federal taxes on retirement income

Do I Have to Pay Federal Taxes on My Retirement?

Do I Have to Pay Federal Taxes on My Retirement?

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A flat-lay photograph of a leather briefcase, a notebook with the handwritten words "Roth IRA Conversions," a pair of glasses, and a leather journal on a wooden desk.

You Should Want to Pay More Taxes — Here’s Why Roth Conversions Can Save You a Fortune

You Should Want to Pay More Taxes — Here’s Why Roth Conversions Can Save You a Fortune

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A wooden piggy bank with "Backdoor Roth IRA" text on a textured background, accompanied by a green graphic titled "Backdoor Roth IRA 2026: The Strategic Guide for High-Net-Worth Retirees" and the Oak Road Wealth Management logo.

2026 Backdoor Roth IRA: The "Loophole" for High Earners

2026 Backdoor Roth IRA: The "Loophole" for High Earners

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