When negotiating a job offer, ask for more stock options instead of a higher salary. This is often better received by employers as it signals you are a long-term believer in the company's success and want to be an "owner," not just an employee.
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To maintain an owner's mindset, the speaker asked his new employer not to tell him the total number of company shares. This counterintuitive move prevented him from being demotivated by a small percentage and signaled extreme commitment, which ultimately led to his stake increasing from 0.4% to 20%.
To understand the real value of an incentive stock option (ISO) package, use an AI tool. By inputting the company's last funding round valuation, the total number of outstanding shares, and your specific grant details (number of options and strike price), you can get a clear notional value for your equity compensation.
Granting stock options is only half the battle. To make equity a powerful motivator, leaders must constantly communicate a clear and believable narrative for a future liquidity event, such as an acquisition. This vision is what transforms paper ownership into a tangible and valuable incentive in the minds of employees.
To conserve cash, especially in a downturn, founders can pay key employees 10-30% below market rate in salary. The key is to compensate for this deficit by offering double or triple the industry standard in equity. This strategy attracts top talent aligned with long-term success while keeping the company's cash burn rate low.
While bonuses tied to revenue incentivize employees to perform specific tasks, they are purely transactional. Granting stock options makes team members think holistically about the entire business's long-term health, from strategic opportunities to small cost savings, creating true psychological ownership.
Gifting non-performance-based shares to all employees doesn't foster an 'owner mindset.' True ownership thinking is better cultivated through incentives tied to specific, controllable outcomes, like targeted cash bonuses. Standard equity compensation often just becomes another part of the salary package, disconnected from individual impact.
Stock options and equity are the primary drivers of wealth for employees, not salary. Unlike salary, which is taxed annually, equity value grows unimpaired by taxes until it's sold. This tax-deferred status allows for faster, unimpeded compounding over time.
Barry Diller dismisses the common belief that stock options retain employees, calling it "hogwash." He argues people stay for opportunity and engaging work, not because they are waiting for options to vest. His approach is to provide opportunity and pay for performance in cash, empowering employees to invest if they wish.
