Don't assume compensation is limited to salary and equity. When a company says they're maxed out, get creative. Propose performance-based bonuses tied to revenue goals or even a company car, which might be a tax write-off for them.

When discussing compensation, frame equity as providing four things: cash flow, sale bonus, risk, and control. Most employees only want the first two and actively avoid risk and aren't getting control anyway. This simplifies the conversation and allows you to offer profit share and sale bonuses instead of actual shares.

Don't default to a 50/50 split on day one. Instead, agree to formally discuss equity only after reaching a predefined milestone, like $10,000 in revenue. This allows you to base the split on demonstrated contribution and commitment, avoiding the resentment from premature, misaligned agreements.

To ensure true alignment and 'skin in the game,' offer proven managers the opportunity to buy into the HoldCo's equity rather than giving them stock grants. People value what they pay for, creating a stronger sense of ownership and long-term commitment.

De-risk bringing on co-founders by first hiring them as key employees. Grant ownership over time based on hitting specific milestones, creating a trial period to assess fit and contribution before making a permanent, expensive commitment to an equity partner.

Venture capital returns materialize over a decade, making short-term outputs like markups unreliable 'mirages.' Sequoia instead measures partners on tangible inputs. They are reviewed semi-annually on the quality of their decision-making process (e.g., investment memos) and their adherence to core team values, not on premature financial metrics.

The founder negotiated performance-based "kickers" into his growth equity deal. If the company achieves specific return multiples for investors (e.g., 2.5x, 3x), he personally gets equity points back. This advanced tactic aligns incentives and allows a founder to reclaim dilution by delivering exceptional outcomes.

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.

Performance isn't an opinion. To remove subjectivity, define top performers as those consistently in the top 10% of their peer group against a clear scoreboard. This focuses on current, measurable results rather than vague potential, making it obvious who is truly winning.