How Senior Leaders Negotiate Equity Grants episode artwork

EPISODE · May 31, 2026 · 7 MIN

How Senior Leaders Negotiate Equity Grants

from Executive Careers with Fexingo: VP, C-Suite, and Senior Leadership Career Strategy · host Fexingo

In this episode, Lucas and Luna dive into the art of negotiating equity compensation at the senior leadership level. Using the example of a hypothetical VP of Product who received a 0.5% stake at a Series B company, they break down the key levers: vesting schedules, acceleration clauses, single vs. double trigger, and the often-overlooked difference between incentive stock options (ISOs) and non-qualified stock options (NSOs). Lucas explains why most executives should negotiate for a shorter cliff, single-trigger acceleration, and extended exercise windows post-departure. Luna pushes back on the standard 90-day exercise window and shares data showing that over 60% of startup employees let options expire worthless. The conversation also touches on how to value illiquid equity, the role of 409A valuations, and why talking about dilution early matters. A must-listen for any senior leader evaluating an offer with equity components. #EquityCompensation #StockOptions #SeniorLeadership #ExecutiveCareers #Negotiation #VestingSchedules #AccelerationClauses #ISOs #NSOs #StartupEquity #BoardMember #CLevel #CareerStrategy #FexingoBusiness #BusinessPodcast #Careers #Compensation #ExecutiveCoach Keep every episode free: buymeacoffee.com/fexingo

In this episode, Lucas and Luna dive into the art of negotiating equity compensation at the senior leadership level. Using the example of a hypothetical VP of Product who received a 0.5% stake at a Series B company, they break down the key levers: vesting schedules, acceleration clauses, single vs. double trigger, and the often-overlooked difference between incentive stock options (ISOs) and non-qualified stock options (NSOs). Lucas explains why most executives should negotiate for a shorter cliff, single-trigger acceleration, and extended exercise windows post-departure. Luna pushes back on the standard 90-day exercise window and shares data showing that over 60% of startup employees let options expire worthless. The conversation also touches on how to value illiquid equity, the role of 409A valuations, and why talking about dilution early matters. A must-listen for any senior leader evaluating an offer with equity components. #EquityCompensation #StockOptions #SeniorLeadership #ExecutiveCareers #Negotiation #VestingSchedules #AccelerationClauses #ISOs #NSOs #StartupEquity #BoardMember #CLevel #CareerStrategy #FexingoBusiness #BusinessPodcast #Careers #Compensation #ExecutiveCoach Keep every episode free: buymeacoffee.com/fexingo

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How Senior Leaders Negotiate Equity Grants

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This episode is 7 minutes long.

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This episode was published on May 31, 2026.

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In this episode, Lucas and Luna dive into the art of negotiating equity compensation at the senior leadership level. Using the example of a hypothetical VP of Product who received a 0.5% stake at a Series B company, they break down the key levers:...

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