A year-round tax-planning calendar
Federal income tax generally operates on a pay-as-you-go basis through withholding, estimated payments, or both. A useful planning calendar follows income and decisions throughout the year rather than waiting until return preparation. The IRS estimated-tax guidance explains that estimates account for expected income, deductions, credits, and changes in a taxpayer’s situation or the law.
A regular rhythm may include a post-filing review, a midyear projection, a fall or pre-year-end update, and a final document plan. A material transaction may justify another review at any point.
- After filing: record carryovers, estimated-payment instructions, withholding changes, and unresolved documentation
- Midyear: replace estimates with actual income, payments, payroll, and business results
- Before year-end: update the projection while timing and documentation choices may remain available
- Before a major transaction: model tax and cash effects before documents are signed or funds move
- After year-end: reconcile final records and prepare an organized return-document checklist

