The problem
By the time a return is being prepared, most of the decisions that affect it have already been made. A big balance due in April often traces back to estimated payments that weren't made, a business structure that no longer fits, or expenses timed in the wrong year.
Self-employed people are especially exposed: no one withholds tax from their income, and underpaying during the year can bring a penalty.
Who this is for
- Self-employed and 1099 workers who owe every April
- Small business owners deciding between an LLC and an S-corporation
- People with a major change this year — a new business, a home sale, a new child, retirement
- Anyone who wants fewer surprises at filing time
How we help
We look at your income so far, what you expect for the rest of the year, and your prior return. From there we estimate your tax, set quarterly payment amounts, and point out decisions worth making before December 31.
For business owners, we review whether your current structure still makes sense and what a change would involve. Planning is general guidance for your tax situation, not legal or investment advice.
What the process looks like
- 01
Planning conversation
We review your prior return and this year's income.
- 02
Tax estimate
A projection of what you're likely to owe.
- 03
Action items
Estimated payments and decisions to make before year end.
- 04
Check-in
An update later in the year if your income changes.
Frequently asked questions
When are estimated tax payments due?
For most individuals, estimated payments are due in April, June, September and January. The exact dates shift when they fall on a weekend or holiday; see our resources page for upcoming deadlines.
Should my LLC be an S-corporation?
It depends on your profit, how you pay yourself, and the added costs of running payroll. We walk through the trade-offs for your numbers.
Is planning only for businesses?
No. Anyone with self-employment income, a major life change or a large balance due in past years can benefit.