Executive Tax Strategy for Equity, Crypto & Global Assets

Individual Taxationfor Executives

At your level, individual taxes go far beyond forms and filings. Every financial decision—from exercising equity to liquidating assets—has lasting consequences for your net worth and portfolio.

What Sets Us Apart

Clarity and Foresight

You are not looking for simple, generic support. You want clarity and foresight.

Richmond Street Advisors proudly presents senior-led, strategic individual tax advisory for high-net-worth individuals. Whether you are a corporate executive, a founder with capital gains exposure, or an investor active in crypto and real estate markets, we bring precise thinking to every angle of specific taxation strategy—all with absolute discretion.

Direct access to senior CPAs—no junior handoffs, ever
Tax planning for equity events, real estate, and crypto gains
Global compliance solutions, covering ITIN assistance for investors
Prompt responses to IRS notices, state letters, and audit requests

Our Approach

Strategic guidance beyond compliance

1

Senior-Led Advisory

Direct access to senior CPAs with no junior handoffs.

2

Proactive Planning

We advise ahead of requirements, not just satisfy them.

3

Complete Discretion

Absolute confidentiality for sensitive financial matters.

4

Immediate Response

Prompt handling of IRS notices and urgent matters.

Comprehensive Tax Services

Strategic individual tax advisory tailored to your specific decisions, risk elements, and long-term vision

Capital Gains Planning

Optimized timing for stock sales, real estate, and equity compensation. Coordination of 10b5-1 plans and real-time tax-loss harvesting.

Crypto Tax Advisory

End-to-end tracking across wallets, NFT marketplaces, and DeFi platforms. Smart guidance on staking, liquidity pools, and token swaps.

Equity Compensation Strategy

Tailored tax planning for RSUs, ESPPs, ISOs, and NSOs—designed to optimize timing, minimize tax exposure, and support long-term wealth goals. Includes guidance on 83(b) elections, same-day sales, and multi-year equity vesting scenarios.

Amended Returns

Targeted corrections for missed credits, errors, or income misclassification. Quiet, senior-level handling for sensitive amendments.

IRS Notice Response

Immediate review and response by senior CPAs. Full audit support and ongoing representation when necessary.

Strategic Planning

Forward-looking tax decisions with maximum precision. Every financial decision analyzed for lasting portfolio consequences.

Capital Gains Planning that Matches Your Portfolio

Every exit, exercise, or sale naturally generates questions—and potential exposure. We present assistance in making the most of each opportunity through forward-looking decisions with maximum precision.

Optimized timing for stock sales and real estate in addition to equity compensation
Coordination of 10b5-1 plans for executives with scheduled transactions
Real-time tax-loss harvesting to rebalance outcomes
Structuring for cross-border sales and multi-jurisdictional capital events

In the context of capital gains tax planning, timing is not everything—but it's close.

Strategic Capital Events

Every financial decision analyzed for lasting consequences to your net worth and future portfolio performance.

Crypto Tax Advisory for Active Investors

We embrace the fact that digital assets are not merely experimental anymore—they are foundational. Whether you are holding them, performing trading activities, or earning through DeFi, the tax approach should be just as sophisticated.

End-to-end tracking across wallets, NFT marketplaces, and decentralized platforms
API integration with reporting tools to streamline capital gains planning
Strategic guidance on staking activities, liquidity pools, airdrop events, and token swaps
Assistance for U.S. and offshore holdings per current IRS crypto reporting rules

Our crypto tax advisory is designed under our broader individual tax advisory for high-net-worth individuals, for those who treat digital assets as a core part of their investment strategy—not a side bet.

ITIN Support for International Professionals

Entering the U.S. tax system should not come with delays or confusion. We provide discreet and complete support from start to finish.

• Application or renewal management
• Documentation guidance
• Private coordination for global clients

Amended Returns That Fix More Than Mistakes

Sometimes it's not about what was filed—it's about what was missed. We provide targeted corrections with discretion.

• In-depth review for missed credits
• Penalty minimization strategies
• Quiet, senior-level handling

IRS Notice Response

A letter from the IRS should not upend your day. When it arrives, we step in swiftly—fully focused and senior-led.

• Immediate senior CPA review
• Full documentation handling
• Audit support when necessary

Frequently Asked Questions

Common questions about individual taxation for executives and high-net-worth individuals

Expert Answers

Frequently Asked Questions

Everything you need to know about our elite tax advisory services

Let's Talk

This isn't ordinary tax prep. What Richmond Street Advisors presents is individual tax advisory for high-net-worth individuals—custom-tailored to specific decisions, risk elements, and your long-term vision.