Articles by Will Osagiede, CFP®, AWMA®

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When Should You Rebalance a Portfolio?

A portfolio may need rebalancing when market moves, time horizon changes, or allocation drift push the mix away from the risk level you intended to hold.

Who Should You Name as a Life Insurance Beneficiary?

Naming a life insurance beneficiary is not just a form field. The right choice affects who receives the death benefit, how quickly it can be paid, and whether your designation still works after major life changes.

How Much Life Insurance Do You Actually Need?

The right amount of life insurance depends less on a salary multiple and more on who relies on your income, what debts and expenses would remain, and how much financial protection your household would need after your death.

Senior couple with advisor

7 Retirement Planning Mistakes That Can Cost You Later

Retirement planning mistakes often come from delay, weak tax planning, poor investment alignment, and unrealistic income assumptions. Fixing them early can make retirement more secure and more flexible.

What Is Tax-Loss Harvesting?

Tax-loss harvesting is the practice of realizing investment losses in a taxable account to offset capital gains and, within IRS limits, reduce other income.

Tax Refund: What It Is and Why It Happens

A tax refund usually happens when you paid more in tax through withholding or estimated payments than you ultimately owed, or when refundable credits increase the amount returned to you.

How Tax Brackets Work

Tax brackets apply tax rates in layers, not all at once. Moving into a higher bracket does not mean all of your income is taxed at the higher rate.

How Roth IRA Conversions Affect Taxes

A Roth IRA conversion can move money from a traditional IRA to a Roth IRA, but the tax cost depends on how much of the conversion is pretax, whether you have after-tax basis, and how the move changes your taxable income for the year.

How Estimated Taxes Work for Freelancers and Side Income

Estimated taxes help freelancers, contractors, and side-income earners pay tax during the year when withholding is not enough to cover what they will owe.

How Buy Now, Pay Later Works and When It Can Be Risky

Buy now, pay later can make a purchase feel easier, but the real cost depends on the payment structure, fees, missed-payment risk, and how the plan fits your budget.