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Corporate Executive Planning

Strategic Planning for Complex Executive Compensation

Stock options, RSUs, ESPPs, deferred compensation, and concentrated equity can create significant wealth — and significant complexity.

The decisions surrounding your compensation often involve timing, taxation, and risk management. Without coordination, small missteps can lead to unnecessary tax exposure or overconcentration.

Our role is to help you evaluate tradeoffs before decisions are made — not after.

The Challenges Executives Face

Executive compensation planning often includes:

  • Incentive Stock Options (ISOs) and Non-Qualified Stock Options (NSOs)
  • Restricted Stock Units (RSUs)
  • Employee Stock Purchase Plans (ESPPs)
  • Deferred compensation arrangements
  • Concentrated employer stock positions

Key planning considerations include:

  • Exercise timing and tax bracket management
  • Alternative Minimum Tax (AMT) exposure
  • Managing concentration risk
  • Navigating blackout windows
  • Coordinating estimated tax payments
  • Designing a staged diversification strategy

Each decision interacts with your broader financial plan. That’s why we model scenarios before implementing strategy.

How We Help

Our objective is not to predict short-term market movement — it is to help you make informed, tax-aware decisions aligned with your long-term goals.

Scenario Modeling

We build forward-looking analyses to evaluate exercise timing, diversification paths, and potential tax impact under different market conditions.

Coordination with Tax Professionals

Equity compensation decisions affect income tax, capital gains, and sometimes AMT. We collaborate with your CPA to align implementation with your overall tax strategy.

Tax-Managed Diversification

When appropriate, we design a structured plan to reduce concentration risk over time while managing capital gains exposure.