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Service 04 // Investors & Crypto

High-Net-Worth Individuals & Digital Assets

Modern wealth is fluid, digital, and borderless. Whether your portfolio is anchored in premium real estate, sophisticated stock options, or volatile digital assets, the IRS has developed highly aggressive tracking mechanisms to capture every dollar of capital gains. Sophisticated investment activities require a sophisticated tax strategy. Standard retail software cannot handle the nuances of cross-border cost-basis tracking or wash-sale rules—you need a dedicated boutique partner to protect your returns.

High-Net-Worth Individuals & Digital Assets

What this service covers

  • Advanced Capital Gains Reporting: Meticulous preparation of Schedule D and Form 8949 for complex stock portfolios and multi-jurisdictional sales.
  • Crypto & Web3 Reconciliation: Full-scale cost-basis tracking, hard fork, staking, and cross-chain transaction analysis.
  • Real Estate Portfolio Management: Schedule E preparation optimizing rental deductions, depreciation schedules, and cross-border property revenue.
  • Executive Compensation Structures: Precise tax handling of RSUs, stock options (ISOs/NSOs), and equity-based compensation packages.

Who this page is for

This service is explicitly built for high-net-worth investors, active traders, and tech professionals whose portfolios feature:

  • High-volume equity trading, venture capital distributions, or angel investments.
  • Active participation in cryptocurrency, DeFi protocols, NFTs, or digital asset staking.
  • Cross-border real estate holdings or complex international passive income streams.
  • Sophisticated domestic or foreign executive compensation structures.

How we work

We bridge the gap between high-volume data and personalized wealth protection:

  1. Advanced Algorithmic Matching: For crypto and high-volume stock options, we run your raw transaction histories through advanced tax engines to perfectly track cost basis, accounting for complex rules across different tracking methods.
  2. Tailored Wealth Protection: Your boutique tax advisor meticulously reviews the resulting data to identify tax-loss harvesting opportunities, minimize capital gains exposure, and legally shield your portfolio.

Documents we usually request

  • Brokerage Statements: 1099-B forms, consolidated year-end statements, and option exercise reports.
  • Digital Asset Ledgers: Full API access or CSV exports from all crypto wallets, exchanges, and portfolio trackers.
  • Real Estate Records: Closing disclosures (HUD-1), rental income sheets, and localized expense reports.
  • Prior Asset Records: Historical cost-basis documentation for legacy assets sold during the tax year.

Protect your investment returns

Don't let unoptimized reporting erode your investment returns. Bring your portfolio to a boutique partner capable of protecting your wealth.

Schedule Your Free Consultation

How the work moves

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Discuss your situation

Send a short note. The request will be prepared for s@sternprotax.com.

Contact details

s@sternprotax.com

Telegram

@sternprotax

Location

Global service, based in NY