TaxKit

1099 Quarterly Tax Planning Guide Self-employed

Use this workflow to keep reserves aligned with variable income and reduce year-end catch-up risk.

1) Start with a conservative baseline

Project annual net income and estimate deductions you are reasonably confident about. Then model federal, state, and self-employment rates with the Quarterly Tax Calculator.

  • Run a baseline case you expect to be realistic.
  • Run a stress case with higher combined rates.
  • Keep the higher result as your reserve target until uncertainty drops.

2) Align reserves with payment windows

Estimated payments are commonly due in April, June, September, and January for the prior quarter. Build a monthly reserve transfer so payment windows are pre-funded.

  • Move a fixed percentage of each payment into a dedicated tax account.
  • Record actual quarter payments and rerun the calculator each quarter.
  • If income spikes, update projections immediately instead of waiting for quarter-end.

3) Connect tax math to cash flow

After estimating quarterly amounts, map them against monthly obligations in BudgetKit. If client income is mixed with W-2 wages, also model paychecks using the Paycheck Tax Calculator.

Need a quick-share version?

Use the Freelancer Tax Setup Checklist when you want a one-page summary for yourself, a teammate, or a client.

Planning reminder

TaxKit is a planning tool and does not file returns. Validate filing details and deadlines with official guidance or a qualified professional.