Oak Road

Insights

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

Do I Have to Pay Federal Taxes on My Retirement?

Yes — and the wrong withdrawal strategy could cost you thousands. Discover how the three tax buckets work and why sequence of withdrawals matters more than most retirees realize.

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

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

A "good" 401(k) balance at 65 is one that funds your retirement goals—but it depends on Social Security, pensions, and other income. Oak Road Wealth Management explains what really matters.

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?

Wondering how much you need to retire? The real answer depends on what you plan to spend — not a magic number. Here's how to think about it clearly.

The truth about Social Security

Last week, a new bill was introduced to congress which is being called the Social Security Reform Act of 2016. The proposed legislation includes a number of elements designed to ‘save’ Social Security.

5 Financial Misconceptions About Retirement

Planning for retirement is often seen as a straightforward task, but misconceptions can undermine even the best intentions. These myths, if left unchecked, can result in financial shortfalls or a less enjoyable retirement.

When Can I Retire?

Is your nest egg actually enough? Discover the math behind the 25x rule, how to bridge the Medicare gap, and the 5 critical signs that you can safely stop working today.

White piggy bank with 401k label illustrating the strategic transition to IRA benefits for high net worth investors.

IRA Benefits Over 401(k): The Case for Rollovers for Retirees

Are hidden 401(k) fees and "plan menus" costing you $5,000+ a year? Discover why a $1M portfolio requires the "Asset Location" and tax agility only an IRA provides.

An older couple looking concerned while reviewing financial documents on a tablet with an advisor, illustrating the importance of knowing how to not run out of money in retirement.

How to Not Run Out of Money in Retirement [Case Study]

A client’s $700k portfolio dropped to $70k because of a missing conversation. Learn how to not run out of money in retirement.

Graphic featuring a sharp red arrow crashing into the ground with the text "Can a market crash ruin your retirement? Understanding sequence of returns risk."

Can a Market Crash Ruin Your Retirement? Understanding Sequence of Returns Risk

Don't let a poorly timed market downturn drain your savings. Learn how a "boring" fiduciary strategy and stress testing can bulletproof your retirement against sequence of returns risk.