In this episode, I sit down withMatt Birnbaum, Partner atPear VC, to discuss one of the most critical aspects of early-stage startups:structuring equity for early hires. We dive deep intohow founders should allocate equity, common pitfalls, and how to ensure flexibility for future growth. If you’re an early-stage founder, considering joining a startup, or just want to better understand the mechanics of equity distribution, this episode is packed with valuable insights.

We also discuss Pear VC’sstartup equity calculator, amust-have resource for founders and candidates alike. If you're navigating startup hiring or negotiating an offer, this episode is for you!

Key Takeaways

• Equity Allocation Matters: The way you structure early equity sets the tone for compensation and expectations in your startup.
• Early Hires Take More Risk, So They Get More Equity: The first technical hire should receive significantly more equity than the tenth, but many founders don’t account for this.
• Equity Pools Need Strategic Planning: Many founders either set aside too little or too much, leading to dilution or a lack of hiring flexibility.
• Plan for a Buffer: Keeping a25% buffer in your option pool allows flexibility for future hires, key recruits, and strategic pivots.
• Technical vs. Non-Technical Equity: While technical hires often receive a premium, some non-technical roles can be just as critical—founders should plan accordingly.
• Candidates Should Ask Smart Questions: If you’re negotiating equity, ask about the total equity pool, planned headcount, and how your grant was calculated.

Timestamped Highlights

[00:00:00]Introduction – Welcoming Matt Birnbaum, Partner at Pear VC, and discussing the episode’s focus on startup equity.

[00:01:16]What is Pear VC? – Early-stage investment approach and how Pear supports founders beyond capital.

[00:02:37]Why Startup Equity Structure is Critical – How it impacts long-term hiring and company growth.

[00:05:22]Common Mistakes in Equity Planning – Founders often rely too much on benchmarks without understanding the logic behind them.

[00:07:56]Equity Pool Size & Flexibility – Why 10% is the typical equity pool and the importance of maintaining a buffer.

[00:10:44]Negotiating Early Hires’ Equity – How to balance offering enough equity without overcommitting.

[00:14:19]How Founders Should Talk About Equity – Advice on explaining equity offers in a way candidates understand.

[00:19:35]Technical vs. Non-Technical Hiring – Does a non-technical hire deserve as much equity as an engineer?

[00:23:47]The Risk vs. Reward Equation – Why the first hire gets significantly more equity than the tenth hire.

[00:27:28]Final Thoughts & Resources – How to reach Matt and access the Pear VC equity calculator.

Quote of the Episode

"Instead of closing your eyes and picking numbers from a benchmark, take the extra steps to plan your equity spend. It’s the difference between thriving and struggling down the road." –Matt Birnbaum

Resources & Links

• Pear VC Startup Equity Calculator: https://pear.vc/how-to-structure-startup-equity-for-early-hires/
• Matt Birnbaum on LinkedIn: linkedin.com/in/birnbing

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