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The visible part of wealth management — the portfolio — is the part people can evaluate for themselves. The decisions that matter more happen where the tax return and the investments meet, and they are hardest to get right in the once-in-a-lifetime moments that arrive without a do-over.
Blog Post
by Steve Brickley, CPA

The Real Work Isn’t Picking Investments — It’s Everything Around It

Investing
Tax Planning
Stock Options
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Please see important disclosures at the end of this post.

Most people think what we do is picking investments and rebalancing a portfolio. That’s part of it, and it’s not as simple as it looks — building the right allocation, managing concentrated stock, knowing when to rebalance versus hold — but it’s the part people can at least see and evaluate for themselves.

The real work is everything around it. It’s the tax return talking to the portfolio instead of the two living in separate worlds — when to exercise options versus let them ride, how to plan around AMT, which account to pull from first in retirement, whether this is the year a Roth conversion actually makes sense. Most people don’t even know these are decisions being made — they just happen, by default, sometimes not in your favor, and nobody notices until the return comes back in April, or worse, never gets noticed at all.

Where it matters most is the moments that only happen once — for you. We’ve watched this play out for decades - in our experience, what feels unprecedented to you is usually something we’ve already seen before. We work with a lot of tech executives, and in our experience, the thing that trips people up is stock options or RSUs vesting around a job change or an IPO — a window where the tax decision and the investment decision have to be made together, in real time, with no do-over once it’s closed.

That’s really the essence of it: we already know your whole picture when that moment hits, so in our experience, you’re not figuring it out alone, under pressure, for the first time — and neither are we. That’s not something you can buy the week you need it. It only works, in our experience, if the relationship and history already existed.

And we intend to still be here. We’ve been doing the tax side since 1985 and the investment side since 1999 — three decades of watching people go through what you’re about to go through. We’re a family — the three owners are related — and we have a real succession plan eight years out. We have no plans to be rolled up and sold to a private equity platform next year. Eight of us work with about 180 relationships total, so when we say we know your whole picture, that’s not a figure of speech — it’s math, and it’s earned.

What does a wealth manager do besides managing investments?

Beyond building an allocation, managing concentrated stock, and rebalancing, much of the work lies in coordinating investment decisions with tax planning: when to exercise options versus hold them, how to plan around the alternative minimum tax, which account to draw from first in retirement, and whether a given year is the right one for a Roth conversion. These decisions get made whether or not anyone is watching, and when a firm handles both the investment and CPA sides, they can be made together rather than in isolation.

Why does coordinating tax and investment decisions matter most during an IPO or a job change?

Events like an IPO or a job change with vesting equity create a narrow window where the tax consequence and the investment decision are linked and have to be made together, often with no chance to revise once the window closes. We find that having an advisor who already knows the full financial picture before that moment arrives means the decision is not being worked out for the first time, under pressure. Individual circumstances vary, so consult your own tax and financial advisors before acting.

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Brickley Wealth Management is a Registered Investment Adviser*. Advisory services are offered only to clients or prospective clients where Brickley Wealth Management and its representatives are properly licensed or exempt from licensure.

The information provided is for informational purposes only and is not intended as investment, tax, or legal advice. The content is based on sources believed to be reliable, and reasonable due diligence is conducted; however, accuracy and completeness cannot be guaranteed and information is subject to change without notice. Past performance is no guarantee of future returns. Investing involves risk, including possible loss of principal.

Readers should carefully consider their own investment objectives, financial situation, and risk tolerance before making any investment decision, and should not rely solely on any communication, chart, or illustration as the basis for action. No investment or tax advice is provided unless a client service agreement is in place with Brickley Wealth Management or Brickley & Company.

Brickley Wealth Management does not provide legal advice. Please consult your investment, tax, or legal professional regarding your individual circumstances. For additional information about our firm, our services, and our advisers, please refer to our latest Form ADV, Part 2 Brochures, and Client Relationship Summary. Our Privacy Notice is also available for review.

*Please note that the term "registered investment adviser" and description of our firm and/or our associates as "registered" does not imply a certain level of skill or training.

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Key Financial Terms 
Related to this Post:

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Certified Public Accountant (CPA)

A licensed professional qualified to perform accounting, taxation.
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Wealth Management

A coordinated approach to managing investments, taxes, estate plans, and more to support long-term financial goals.
This is some text inside of a div block.

Portfolio

A collection of financial assets. This can include stocks, bonds, mutual funds, exchange-traded funds (EFTs), real estate, and other types of investments.
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Rebalance

Adjusting an investment portfolio to realign with the portfolio’s intended allocation.
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Tax Planning

A forward-looking strategy that aligns investment and financial decisions with current tax laws to improve after-tax outcomes.
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Alternative Minimum Tax (AMT)

Alternative Minimum Tax, a parallel tax system ensuring high-income individuals pay a minimum amount of tax.
This is some text inside of a div block.

Stock Option

A contract giving the right to buy or sell a stock at a set price within a specific time frame.
This is some text inside of a div block.

Restricted Stock Unit (RSU)

Restricted Stock Unit, a form of employee compensation involving company stock that vests over time.
This is some text inside of a div block.

Initial Public Offering (IPO)

The first sale of a company's stock to the public, marking the transition from private to public ownership.
This is some text inside of a div block.

ROTH IRA

A retirement savings account allowing post-tax contributions. Withdrawals are generally tax-free.

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Contact@brickleywealth.com
(650) 638-0111

Brickley Wealth Management is a Registered Investment Adviser*. Advisory services are offered only to clients or prospective clients where Brickley Wealth Management and its representatives are properly licensed or exempt from licensure.

The information provided is for informational purposes only and is not intended as investment, tax, or legal advice. The content is based on sources believed to be reliable, and reasonable due diligence is conducted; however, accuracy and completeness cannot be guaranteed and information is subject to change without notice. Past performance is no guarantee of future returns. Investing involves risk, including possible loss of principal.

Readers should carefully consider their own investment objectives, financial situation, and risk tolerance before making any investment decision, and should not rely solely on any communication, chart, or illustration as the basis for action. No investment or tax advice is provided unless a client service agreement is in place with Brickley Wealth Management or Brickley & Company.

Brickley Wealth Management does not provide legal advice. Please consult your investment, tax, or legal professional regarding your individual circumstances. For additional information about our firm, our services, and our advisers, please refer to our latest Form ADV, Part 2 Brochures, and Client Relationship Summary. Our Privacy Notice is also available for review.

*Please note that the term "registered investment adviser" and description of our firm and/or our associates as "registered" does not imply a certain level of skill or training.

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