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Thoughtful Insights for Complex Financial Lives
Long‑form articles exploring the real‑world planning, investment, and tax questions I see most often — especially around equity compensation, cross‑border issues, and building a durable wealth plan.
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Reducing the Tax Impact of Equity Compensation: Understanding The 83(b) Election
Equity compensation can be a powerful wealth building tool — but without careful planning, it can also create surprise tax bills. The 83(b) election lets some founders and employees choose to pay tax earlier, at a lower value, in exchange for treating more future growth as capital gains. This article explains how the election works, when it may help, and when it can backfire.

Malissa Marshall, CFP®, MS Tax, EA
Mar 119 min read


Managing Your Stock Options During a Job Transition
Changing jobs — or being laid off — can turn your stock options from a distant “someday” into an urgent decision. Years of grants, different tax rules, and looming expiration dates often collide at once. This guide helps you understand what you actually hold, what happens when you leave, and how to turn a pile of options into a clear, actionable transition plan.

Malissa Marshall, CFP®, MS Tax, EA
Feb 118 min read


Navigating Your Pre-IPO Stock: A Thoughtful Checklist for Startup Employees
Preparing for your company’s IPO? Discover the essential pre-IPO checklist for employees to understand stock types, tax strategies, lock-up periods, and diversification for lasting wealth.

Malissa Marshall, CFP®, MS Tax, EA
Nov 26, 20254 min read


Integrating Equity Awards into Your Retirement Strategy: A Practical Guide
Explore thoughtful strategies for integrating stock options and RSUs into your retirement plan to manage risk, taxes, and income timing.

Malissa Marshall, CFP®, MS Tax, EA
Sep 3, 20255 min read


How to Maximize Your Stock Options: A Strategic Guide for Executives
Unlock the full potential of your stock options with expert planning that aligns timing, tax strategy, and risk management. Whether you hold NQSOs or ISOs, thoughtful guidance can help you navigate tax complexities, optimize cash flow, and build lasting wealth with confidence. Learn actionable insights to transform your equity compensation into a strategic financial asset.

Malissa Marshall, CFP®, MS Tax, EA
Jan 10, 20244 min read


Year End Planning for Equity Compensation: Tax Implications - Part 2 of 6
A high-level overview of the tax implications when RSUs vest, ISOs and NQSOs are exercised, and resulting shares from each of these methods

Malissa Marshall, CFP®, MS Tax, EA
Nov 1, 20235 min read


Your Employee Stock Purchase Plan (ESPP) – What You Need to Know
Learn what an Employee Stock Purchase Plan (ESPP) is and the potential benefits of buying your company's stock at a discount.

Malissa Marshall, CFP®, MS Tax, EA
Jun 14, 20234 min read


The QSBS Exemption Tax Benefit (IRC Section 1202)
Learn about the Qualified Small Business Stock (QSBS) exemption and Internal Revenue Code section 1202 rules for QSBS tax treatment.

Malissa Marshall, CFP®, MS Tax, EA
Apr 12, 20235 min read


Year End Planning for Equity Compensation: Investments - Part 1 of 6
Investment considerations for making year end planning decisions around your equity compensation.

Malissa Marshall, CFP®, MS Tax, EA
Nov 3, 20216 min read


Is There A Difference Between Restricted Stock and RSUs?
Those who receive equity compensation are likely familiar with restricted stock or restricted stock units (RSUs). What's the difference?

Malissa Marshall, CFP®, MS Tax, EA
Feb 11, 20215 min read


What You Need To Know About Your Corporate Equity Benefits
Corporate equity benefits can add value to your finances. Learn to create a plan to maximize your compensation and minimize your tax bill.

Malissa Marshall, CFP®, MS Tax, EA
Sep 29, 20206 min read

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