FOR NIKE PROFESSIONALS in LAKE OSWEGO, BEAVERTON, and the GREATER PORTLAND AREA

Financial Planning for Nike Employees and Executives

Enduring Wealth. Structured Decisions.

Oswego Legacy Partners helps Nike professionals in Lake Oswego and Portland coordinate equity compensation, retirement benefits, taxes, concentrated stock, and career transitions—so each decision supports the life and legacy they are building.

WHO WE SERVE

Helping Nike employees, managers, directors, executives, and retirees coordinate equity compensation, benefits, taxes, and long-term wealth.

THE COMPLEXITY BENEATH SUCCESS

Nike benefits can create meaningful wealth—but the decisions do not stand alone.

The most important question is not simply whether a benefit is valuable. It is how each election, vesting event, and retirement decision affects everything else.

  • What should I do when my Nike RSUs and stock options vest?
  • How are Nike ESPP shares taxed—and when should I sell, hold, or give them?
  • Should I use pre-tax, Roth, or after-tax contributions in the Nike 401(k)?
  • When could NUA make sense for Nike stock held in my 401(k)?
  • How should I coordinate salary and PSP deferred-compensation elections?
  • What happens to my equity awards, benefits, and 401(k) if I leave or retire from Nike?

NIKE EQUITY COMPENSATION

Coordinate the award—not just the vesting date.

Traditional RSUs, Performance RSUs, PSUs, stock options, and ESPP shares can have different vesting schedules, tax consequences, expiration provisions, and treatment when employment ends. We begin grant by grant: what is vested, what remains conditional, what creates taxable income, and what may be affected by a separation or retirement.

We then coordinate those awards with cash-flow needs, existing Nike exposure, portfolio risk, charitable goals, and the employee’s broader financial plan. A decision that appears attractive when viewed in isolation can create unintended concentration or tax consequences elsewhere.

TAX AND SAVINGS STRATEGY

Build tax diversification before you need it.

The choice among pre-tax, Roth, after-tax, deferred compensation, and taxable investing does not have one universal answer. It depends on current and future tax rates, equity income, Oregon taxes, retirement distributions, liquidity needs, charitable giving, and the timing of other compensation.

The objective is to create flexibility across multiple accounts and future tax environments—not to rely on one savings method or one prediction about future tax rates.

RETIREMENT AND CAREER TRANSITIONS

Retirement eligibility does not make every Nike benefit behave the same way.

RSUs and stock options can receive very different treatment when a Nike employee retires or leaves. Retirement eligibility, grant date, vesting history, award type, and the controlling plan documents can all matter. A retirement date that works well for one benefit may reduce the value available from another.

Before selecting a departure date, we help coordinate equity awards, the Nike 401(k), potential NUA treatment, deferred-compensation distributions, employee benefits, cash flow, and the timing of taxable income.

THE NIKE EMPLOYEE PLANNING SERIES

Ten focused guides. One connected planning framework.

Our Nike Employee Planning Series examines ten important decisions:

Leaving Nike · The September 1 Equity Decision · The Nike ESPP Decision · The Nike 401(k) Decision · Nike Stock in the 401(k) and NUA · Deferred Compensation · Concentrated Nike Stock · Tax Diversification · Tax Withholding · Retirement Vesting

Each guide addresses a specific decision. Together, they demonstrate how equity, retirement, taxes, benefits, and career transitions interact—and why preserving flexibility is often more important than making an isolated decision too quickly.

Explore the Nike Employee Planning Series
Begin a Private Conversation

The first conversation is simply a conversation.

Share a little about your situation and we'll be in touch.

Prefer to book directly? Schedule a call →
FROM THE NIKE PLANNING LIBRARY

Recent insights for Nike professionals

September 1, 2026 · Jonathan Leslie, CFP®

Nike Retirement Vesting - How age 55, five years of service, and your grant date can change the value of RSUs and stock options.

A Nike employee’s retirement date, age, years of service, grant date, and award type can determine whether unvested RSUs and stock options accelerate, continue vesting, vest only partially, or are forfeited. The article explains the counterintuitive result that options may be riskier investments yet better-protected retirement benefits, and it recommends a grant-by-grant audit—especially around age 55 plus five years of service, the September 1, 2024 rule change, and each grant’s first anniversa

Read →
August 17, 2026 · Jonathan Leslie, CFP®

Nike Tax Withholding - Why taxes withheld from equity awards and bonuses may not equal the taxes actually owed.

Taxes withheld from Nike equity awards, bonuses, option exercises, and other compensation may differ substantially from the household’s actual federal, Oregon, and local tax liability. The article explains how to identify each taxable event, project the complete household return, reconcile withholding and cost basis, and use a quarterly process with additional withholding, estimated payments, and a dedicated tax reserve to prevent an unexpected bill or forced stock sale.

Read →
August 17, 2026 · Jonathan Leslie, CFP®

Nike Tax Diversification - How to coordinate pre-tax, Roth, after-tax, and taxable money across a lifetime.

Nike employees should view pre-tax, Roth, non-Roth after-tax, taxable, and deferred-compensation assets as different tools that together create flexibility over when income is recognized and how future goals are funded. The article provides a lifetime framework for coordinating annual elections and Roth conversions with high-earning years, retirement transitions, Social Security, Medicare, required distributions, liquidity needs, and any potential NUA strategy.

Read →
A MORE STRUCTURED APPROACH

Clarity for Complex Wealth

A structured path toward financial independence — and the confidence to move forward deliberately.

1

Discovery

We begin by understanding what is important to you, your family, and your financial life.

2

Analyze

Current structures, opportunities, risks, and areas of complexity are evaluated within the context of your objectives.

3

Design

Planning recommendations are developed around your unique circumstances, priorities, and desired outcomes.

4

Implement

We work collaboratively to execute agreed-upon strategies and coordinate with other professionals when appropriate.

5

Monitor & Adapt

As circumstances evolve, strategies evolve alongside them. Planning is not an event. It is an ongoing process.