Planning While Tax Rules Are Under Debate
David RileyAs of June 30, 2025, distinguish current law from proposals. Compare tax scenarios, preserve cash and identify evidence needed before an irreversible decision.
After Filing, Put Your Tax Return to Work
David RileyTurn a completed return into planning questions. Separate recurring income from unusual transactions, project changes and review withholding with your advisors.
Before You File: Check Basis, Beneficiaries and Withholding Records
David RileyReconcile investment basis, estimated payments and unusual retirement transactions for the 2024 return. Keep beneficiary reviews on a separate task list.
Should You Save a Tax Refund or Pay Down Debt?
David RileyCompare a cash cushion with high-rate debt reduction. A household example shows why income timing and essential bills can change the right split.
Tax Documents Retirees Commonly Overlook
David RileyPrepare the 2024 return with a complete account list, retirement transaction records, Social Security forms, investment basis and payment confirmations.
Roth Conversions: Check the Full Tax Picture Before December Ends
David RileyCompare Roth conversion amounts, cash for taxes and income-sensitive costs before year-end. A partial conversion may fit better than the maximum.
Tax-Loss Harvesting: Look Beyond the Tax Deduction
David RileyCompare the tax value of an investment loss with wash-sale restrictions, carryforwards and replacement risk before making a year-end sale.
Check Retirement Tax Withholding Before Year-End Gets Busy
David RileyCoordinate pension, IRA and Social Security withholding with your full-year tax projection. See how timing changes the amount still needed.
Tax Filing Extension or Payment Extension? Know the Difference
David RileyUnderstand the April 2024 filing and payment distinction, estimate the balance due and check IRA timing separately before requesting an extension.
A Tax Refund Is a Planning Opportunity
David RileyCompare debt repayment, cash reserves and near-term bills before assigning a tax refund. Follow a household example with clear costs and trade-offs.
