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The Ultimate, Expert Guide to Stock Options and RSUs Explained

9 min read

ResumizeAI

salary and negotiation
stock options and rsus explained
equity compensation
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Wondering what your offer really means when it includes equity? You’re not alone. Many candidates accept stock options or RSUs without understanding vesting, taxes, or how to compare offers. This guide explains stock options and RSUs clearly, with step-by-step examples, tax scenarios, and negotiation tactics you can use today. Learn when options beat RSUs, how to calculate potential upside, and what red flags to watch for—so you can make confident career and compensation decisions.

The Ultimate, Expert Guide to Stock Options and RSUs Explained

What are Stock Options? A Clear, Actionable Definition

What are RSUs? How Restricted Stock Units Deliver Value

Vesting Schedules, Acceleration, and Departure Scenarios

Taxes and Timing: How to Minimize Your Tax Bill

How to Value Equity Offers: Practical Calculations and Comparisons

Negotiation Strategies and Red Flags to Watch

Key Takeaways

  • 1Stock options give the right to buy shares later; RSUs are shares delivered at vesting — know which you’re receiving before you accept an offer.
  • 2Always confirm vesting schedule, cliffs, and post-termination exercise windows; negotiate extended windows or acceleration where possible.
  • 3Model after-tax value: RSUs taxed at vesting; NSOs taxed at exercise; ISOs may get favorable capital gains if holding rules are met.
  • 4Value equity offers by calculating realistic future prices, applying probability discounts, and converting to annualized cash equivalents for negotiation.
  • 5Watch for red flags: unclear paperwork, forced repurchase rights, or short exercise windows after termination.
  • 6Negotiate using data: comparable salaries, signing bonuses, extra equity, or protective clauses; use targeted language in emails and resumes to build leverage.
  • 7Use tools like Resumize.ai to polish negotiation emails, update resumes to reflect leverage, and craft tailored messaging when asking for better equity or cash terms.

Conclusion

Frequently Asked Questions

Not always. RSUs provide guaranteed value at vesting since you receive shares without paying a strike price, making them lower risk and often better at public companies. Options can deliver higher upside if a startup succeeds, but they require exercising and carry more risk and tax complexity. Choose based on company stage, liquidity, and your risk tolerance.
Prepare ahead: estimate the tax liability at vesting and set aside cash or request share-withholding. Consider selling a portion of vested shares immediately to cover taxes if liquidity allows. Consult a CPA for timing strategies and to explore withholding or estimated tax payments to avoid surprises.
Yes. Proven moves include asking for higher salary, signing bonus, more equity, shorter cliffs, extended exercise windows, or acceleration clauses. Use data (market comps, competing offers) and quantify your expected impact. Draft specific contract language and, if needed, use tools like Resumize.ai to write persuasive negotiation emails and refine your resume to increase leverage.

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