Insights & Financial News | Oak Road Journal

Insights

Can I Roll My 401(k) Into an IRA Without Penalty?

Yes. Rolling your 401(k) into an IRA without penalty is entirely possible — and for many people leaving a job

How Long Do I Have to Roll Over My 401(k) After Leaving a Job?

If you’ve recently changed jobs or retired, you may be wondering how long you have to roll over your 401(k)

What Are the Disadvantages of a 401(k) Rollover?

Rolling a 401(k) into an IRA is one of the most common retirement moves — and often a good choice

Is It Better to Withdraw or Roll Over a 401(k)?

When leaving a job, you generally face a choice: roll over your 401(k) into an IRA or a new employer’s plan

How Does a 401(k) Rollover Work?

A 401(k) rollover is a tax-advantaged transfer of retirement assets from a workplace plan to

Do You Pay Tax Twice on A Backdoor Roth?

At Oak Road Wealth Management, one of the most frequent questions we hear from high-earning clients is:

Is it Better to Take a QCD or a Charitable Deduction?

When planning your year-end giving in Lee’s Summit, Missouri, or anywhere across the country, the most common

How does the IRS know you made a QCD?

The IRS tracks QCDs by matching the distribution codes provided by your IRA custodian on Form 1099-R

What Qualifies as a Qualified Charitable Distribution?

To qualify as a Qualified Charitable Distribution, the payment must be an otherwise taxable distribution

Couple reviewing their financial plan together on a laptop at home

Is It Worth It to Pay for a Financial Advisor?

Welcome to Oak Road Wealth Management!

What football can teach us about diversification

What REALLY matters when it comes to building wealth?

The truth about Social Security

5 Ways to Use Your Tax Refund Wisely

Accepting market cycles and focusing on the process

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

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

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?

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?

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

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

Image with text overlay in a green banner that reads "WHO CANNOT DO A BACKDOOR ROTH IRA?". Below the text are large silver three-dimensional letters spelling "ROTH IRA" on a dark wood grain table. The table is scattered with multiple US $100 bills. In the

Who Cannot Do a Backdoor Roth IRA? (2026 Rules & Restrictions)

Can I contribute to a Roth IRA if I make over $200,000?

What are Common QCD Mistakes to Avoid?

What Are the Disadvantages of a 401(k) Rollover?

How Long Do I Have to Roll Over My 401(k) After Leaving a Job?

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Can I Roll My 401(k) Into an IRA Without Penalty?

How Long Do I Have to Roll Over My 401(k) After Leaving a Job?

What Are the Disadvantages of a 401(k) Rollover?

Is It Better to Withdraw or Roll Over a 401(k)?

How Does a 401(k) Rollover Work?

Do You Pay Tax Twice on A Backdoor Roth?

Is it Better to Take a QCD or a Charitable Deduction?

How does the IRS know you made a QCD?

What Qualifies as a Qualified Charitable Distribution?

Is It Worth It to Pay for a Financial Advisor?

Welcome to Oak Road Wealth Management!

What football can teach us about diversification

What REALLY matters when it comes to building wealth?

The truth about Social Security

5 Ways to Use Your Tax Refund Wisely

Accepting market cycles and focusing on the process

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

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

Can You Speak to a Financial Advisor for Free?

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

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

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

Who Cannot Do a Backdoor Roth IRA? (2026 Rules & Restrictions)

Can I contribute to a Roth IRA if I make over $200,000?

What are Common QCD Mistakes to Avoid?

What Are the Disadvantages of a 401(k) Rollover?

How Long Do I Have to Roll Over My 401(k) After Leaving a Job?

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

What are the Disadvantages of a QCD?

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

Who Cannot Do a Backdoor Roth IRA? (2026 Rules & Restrictions)

Can I contribute to a Roth IRA if I make over $200,000?