Where annual-only tax prep falls short
A CPA relationship that only exists at filing time.
Filing a return once a year tells you what already happened — it doesn't help you plan what's next.
Entity election timing missed entirely
S-corp and other elections have real deadlines — when the only conversation happens at filing time, the window to make the election for that year has often already closed.
Quarterly estimates that ignore what actually happened mid-year
Estimated payments calculated once in January and never revisited miss a business’s real, current-year activity — leading to a penalty or an interest-free loan to the IRS.
No contact between January and April
A CPA who only reaches out at filing time can’t flag a decision worth planning around before it happens — by the time you talk, it’s already history.
What's included
The work, specific to tax advisory.
Entity tax election guidance
S-corp timing and other elections evaluated against your actual numbers, in time to matter for the year in question.
Quarterly check-ins
A standing conversation four times a year, not just once at filing time.
Mid-year tax projections
A real projection built on this year’s activity so April is a confirmation, not a surprise.
Proactive planning ahead of major decisions
A call before a big purchase, hire, or sale — not an explanation after the tax bill shows up.
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Key facts · Tax planning rules
Three numbers worth knowing.
4x a year
How often federal quarterly estimated tax payments are due (mid-April, June, September, and January) for anyone without enough withholding — miss one and a penalty applies even if you pay in full by April.
110%
Pay at least 110% of last year’s tax liability through withholding and estimates (100% if prior-year income was under $150,000), and the IRS generally won’t charge an underpayment penalty — regardless of what you owe this year.
2 mo. 15 days
The deadline to file Form 2553 for S-corp treatment to take effect in the current year, measured from the start of the tax year. Miss it, and the election waits until next year.
General information, not individualized advice — a discovery call is the right next step for how these apply to your numbers.
Last reviewed July 2026
Common questions · FAQ
Before you call.
Keep exploring
Business Tax & Financial Services
The return and the entity work advisory strategy gets built on top of. Accounting & AdvisoryFractional CFO Consulting
When planning conversations turn into ongoing, hands-on financial management. TaxPersonal Tax
Advisory that accounts for the owner’s personal return, not just the business’s.Begin
Get a CPA who plans ahead, not just files.
Step 1
Discovery call
A complimentary 20-minute call to see whether we're a good fit — no pitch, no obligation.
Step 2
The Partner Review
We review your entity, quarterly position, and upcoming decisions — a partner, personally — and present a written plan.
Step 3
Implement & advise
We check in quarterly and project mid-year, not just once at filing time.
Complimentary · Confidential
Begin with a conversation.
Twenty minutes with a partner — no cost, and no obligation to go further. Pick a time below.