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

Planning that moves the tax bill — not the deadline.

Year-round tax engineering for owners, real estate investors, and high-income professionals — entity moves, timing strategies, credits and elections that actually change 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 scope what you actually need — and tell you straight if we are not the right fit.

02

Engagement Letter

Clear scope, deliverables, and a flat fee quoted upfront. No surprises. No hourly meter spinning in the background.

03

Onboarding & First Close

Prior 3 years of returns reviewed against current strategy. Multi-year tax map built. First planning session within 30 days.

04

Quarterly Strategy

Three formal planning sessions per year + on-demand email access for time-sensitive decisions (big property purchase, RSU sale, entity move). The 11 months between returns are where the savings live.

I was an outlier for our last firm — too complex for their template, too small for their attention. Milestone built me a three-year tax map and walked me through it. Last year alone they timed a 1031 exchange, restructured my LLC stack, and saved me $94K against what last year's CPA would have filed.

— Real Estate Investor, Bay Area

7-property portfolio · Milestone tax planning client since 2024

Questions We Get a Lot

Before we talk.

How is tax planning different from tax prep?+

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

When does year-round tax planning start paying off?+

For most Bay Area professionals and business owners, around $250K of combined income. Below that, the structural moves matter less; above that, planning typically saves multiples of the engagement fee.

Can you handle the actual returns too?+

Yes — return preparation is included in any planning engagement. One CPA team running both planning and prep means nothing gets lost between firms.

What about real estate-specific strategies?+

1031 exchanges, cost segregation, opportunity zone investments, REPS qualification, depreciation strategy — all routine. About 30% of planning engagements include significant real estate components.

What is included in the flat fee?+

Annual return prep + three formal planning sessions + on-demand access throughout the year + year-end strategy memo. Typical fee: $4,500–18,500/year depending on complexity. Quoted upfront.

Can you coordinate with my financial advisor?+

Yes — and we encourage it. We do not give investment advice (that is your advisor's job), but we coordinate the tax implications of recommendations made on the financial planning side. About 60% of our planning clients have a separate financial advisor.

An invitation

Don't see your reactive checks?

A complimentary 30-minute call. Bring your last 2 years of returns — we will tell you straight whether year-round planning would actually save you money or whether you are already optimized.

Call directly: 925-320-0309