Milestone Certified Public Accountants logo — boutique CPA firm Pleasanton CA
Tax Strategy & Compliance

Tax planning that moves the bill — not just the deadline.

Most Bay Area owners and high-net-worth families pay six figures more across a decade than they have to. Their CPA shows up at the deadline. We work the other ten months. Three practice tracks structured around who you are — not just what you owe.

The Milestone Difference

Why owners switch to us.

Nationwide Practice

Multi-state work across all 50 states.

Flat-fee Engagement

Price scoped upfront. No hourly meter.

24-hour Response

Answers within one business day.

Year-Round Access

Available beyond tax season. Quarterly check-ins.

How We Work

Four steps. No mystery.

Every engagement follows the same disciplined path. You always know what is next, and you always know who is doing it.

01

Discovery Call

A complimentary 30 minutes. We review last year's return, your current situation, and tell you straight whether year-round planning would actually pay for itself.

02

Engagement Letter

Clear scope, deliverables, and a flat fee quoted upfront. Most engagements combine annual return prep plus quarterly planning sessions.

03

Onboarding & First Close

We collect prior returns, gather extensions if needed, and build the multi-year tax map. First planning session happens within 30 days.

04

Quarterly Strategy

Quarterly tax check-ins with your CPA. Catch the changes — entity moves, real estate buys, RSU vests — before the year-end deadline locks them in.

Our prior CPA handed us a return every April. Milestone handed us a tax map. The first year alone, restructuring our entities and timing a property sale saved us $187,000 — and the second year is already shaping up bigger.

— Bay Area Real Estate Investor

11-property portfolio · Milestone tax client since 2023

WHY SPECIALIZED TAX

Six tax moves generic CPAs skip.


Most tax preparers file your return. A tax planning CPA changes the return — quarter by quarter, through entity structure, timing, and credits most filers never look for.

Entity structure as a planning lever

S-corp election timing, holding companies, partnership v. LLC tax differences. The right structure saves five figures annually — and most filers inherit whatever was set up at incorporation.

Real estate professional status (REPS)

A high-impact election for investors that unlocks passive loss deductions against active income. Specific qualification rules — most generic CPAs either miss it or set it up wrong.

Industry-specific credits

R&D credits for engineering and SaaS. Cost segregation for real estate. §179D for energy-efficient buildings. PTET for professional services. We know which credits apply where — and how to claim them defensibly.

Multi-state and out-of-state filings

California PTET, nexus thresholds, apportionment, sales tax for SaaS. Multi-state work is where small mistakes become big assessments. We handle 30+ states.

Quarterly planning, not April reactions

We plan in Q1 (entity decisions), Q3 (mid-year moves), and Q4 (year-end positioning) — so by the time the return is filed, the work has already been done.

Audit defense, included

If a return we prepared is examined, we represent you. Included in the engagement. Not an upsell when the letter shows up.

Questions We Get a Lot

Before we talk.

What is the difference between tax prep and tax planning? +

Tax prep is filling out the return for what already happened. Tax planning is structuring the year so the return reflects what you wanted to happen. Most CPAs only do prep — we lead with planning, and prep is the byproduct.

Can you handle both my business returns and my personal returns? +

Yes — and they should be coordinated. One CPA seeing both sides catches opportunities that get missed when two firms split the file. About 80% of clients have us do both.

What does "year-round" tax engagement actually look like? +

A 30-minute call each quarter, plus access via email throughout the year for questions ("Should I buy this property in the LLC or personally?"). The actual return filing happens once a year — the value lives in the 11 months in between.

Do you work with high-net-worth families with multi-entity structures? +

Yes — about 25% of the practice is private-client and HNW work, including family offices, multi-generational trusts, QSBS planning, and pre-liquidity event modeling. Discreet engagements where needed.

I am behind on filings — can you still help? +

Yes. We do delinquent-return work, voluntary disclosure programs, and IRS resolution. We tell you what the realistic outcome looks like before you write a check — no scare tactics, no upsells.

How does your flat-fee work for tax engagements? +

Annual tax + quarterly planning is a single flat fee quoted upfront. Add-on projects (entity restructure, exit modeling, audit response) are scoped separately. No "quick question" invoices.

Planning vs. Prep

The difference that pays the bill.

Most CPA firms sell tax prep. We lead with tax planning. The difference is what gets to your bottom line — and what does not.

Tax Prep (What Most Firms Do)

Backward-looking.

  • ×Captures what happened last year.
  • ×Done once in March or April.
  • ×You react to the bill after it lands.
  • ×"Quick questions" billed by the hour.
  • ×Strategy moves you missed expire silently.
Tax Planning (What We Do)

Forward-looking.

  • Shapes what will happen this year and next.
  • Quarterly check-ins. Year-round access.
  • You design the bill before it lands.
  • Questions answered within 24 hours — flat fee.
  • Strategy is engineered before deadlines lock.
An invitation

Tax bill bigger than expected?

A complimentary 30-minute call. Walk us through your situation — we will tell you straight where the obvious savings are and whether year-round planning would actually pay for itself.

Call directly: 925-320-0309