Maximize RSU Value with Tailored Tax Strategies

RSU Tax Strategyfor Executives

Equity awards like RSUs can unlock extraordinary value—but they also introduce real taxation challenges. We specialize in crafting intelligent tax strategies for executives who want to preserve more of their equity's worth.

Strategic Necessity

Why Executives Need Tailored RSU Strategy

RSUs are typically taxed at vesting, and default withholding generally falls short—particularly for high earners. Executives are left with unexpected balances due at tax time or miss planning opportunities that could lower their overall tax burden.

Your equity should not catch you off guard—it should work for you.

Strategic Timing
Tax Optimization

Default Withholding Falls Short

Particularly for high earners, standard withholding often leaves unexpected balances due at tax time.

Missed Planning Opportunities

Without strategy, executives miss opportunities that could significantly lower their overall tax burden.

Complex Timing Decisions

RSU vesting schedules require sophisticated planning to align with income projections and long-term goals.

Comprehensive RSU Tax Strategy

We work closely with you to establish a strategy that aligns with your income level, equity timeline, and long-term targets

Vesting Date Assessment

Assess future vesting dates against broader income projections for optimal tax timing.

Hold vs. Sell Analysis

Determine whether to sell immediately or hold for capital gains treatment based on your situation.

Withholding Gap Management

Manage tax withholding gaps to prevent penalty payments or unexpected tax surprises.

Charitable Strategy Integration

Incorporate charitable strategies like donor-advised funds to offset RSU income effectively.

Strategic Tax Move Timing

Leverage RSU income events to strategically time Roth conversions or other tax-sensitive moves.

Scenario-Based Planning

Custom-tailored forecasts that provide guidance for real-time decision-making as your career evolves.

Beyond RSUs: Stock Options & Broader Equity Planning

RSUs get the spotlight, but they're usually paired with other equity types that require distinct strategies

Incentive Stock Options (ISOs)

Model potential AMT exposure in advance of exercise
Create year-by-year exercise plans to lower AMT hits
Review disqualifying disposition decisions for overall tax profile

Non-Qualified Stock Options (NSOs) & ESPPs

Guidance on timing decisions coordinated with income events
Map out tax treatment of qualifying vs. disqualifying ESPP sales
Integrate equity income into your estimated payment plan

Each equity type influences your tax life differently—we help you see the full picture.

Executive-Level Guidance with Real-World Experience

We don't hand out templates. Richmond Street Advisors works exclusively with professionals who want maximum precision and discretion in their tax planning.

Senior Leaders at Tech Companies

Pre-IPO and public tech company executives with complex equity compensation packages.

Founders with Multi-Round Equity

Startup founders managing equity awards across multiple funding rounds and vesting schedules.

Executives in Transition

Leaders undergoing liquidity events, job transitions, or major career changes.

You will receive scenario-based planning that evolves with your career, all led by senior CPAs who understand the pressures—and opportunities—unique to high-level equity holders.

What You Can Expect

Your RSU tax strategy as an executive becomes part of a cohesive, long-term plan when you collaborate with us.

Proactive planning before major vesting events
Tax optimization during IPOs, tender offers, and M&A activity
Coordinated advice with your financial advisor or legal team
Custom-tailored forecasts for real-time decision-making

We ensure your RSUs become part of a strategic, long-term wealth-building plan.

Cohesive Long-Term Planning

Scenario-based planning that evolves with your career, coordinated with your broader financial strategy.

Let Your Equity Work Smarter

Your RSUs are more than just part of your paycheck—they're a major part of your future. Let Richmond Street Advisors establish the RSU tax strategy that ensures you're capturing every opportunity available.