This Week in Startups
This Week in Startups

Becki DeGraw on spinouts, IP licensing & clean exits | Wilson Sonsini Startup Legal Basics

September 3, 2026

AI Summary

5 min read

"It's a divorce"

When a founder or executive wants to leave their company to pursue a project that was built inside it, the negotiation over ownership can get ugly fast. Jason Calacanis says he sees this constantly—three spin-outs on his plate in a single month. The pattern is predictable: the parent company's CEO wants 90% of the new entity, the departing founder wants 80%, and both sides feel wronged.

Becki DeGraw, an attorney at Wilson Sonsini, handles these situations regularly. The raw transcript reveals a conversation that is less about legal boilerplate and more about human psychology, incentive design, and the uncomfortable truth that spin-outs are not clean transactions—they are messy separations that require the same honesty as a divorce.

Why spin-outs happen (and why they fail)

The logic behind a spin-out is straightforward. A technology or product has been built, tested, and validated inside an existing company, but it does not fit the company's strategic direction. Rather than let it die, the parent company lets it go—sometimes for equity, sometimes for cash, sometimes for a combination of both.

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What you'll learn

  • 1 (00:44) **What a Spin-Out Is and Why It Happens** - Jason and Becki set the table by defining two common spin-out scenarios: an employee building something inside a company that doesn't fit, and an IP license used as an alternative to an acquisition.
  • 2 (02:02) **The "Why" Behind a Spin-Out vs. Just Starting Fresh** - The core motivation is speed and validation: starting with proven technology is faster than building from scratch, and the parent company may prefer a partial ownership stake over letting the project die.
  • 3 (03:45) **Every Spin-Out Is Fact-Specific; No Market Range Exists** - Becki stresses there is no standard deal structure; the terms vary wildly depending on the situation, and listeners should approach this as a set of considerations, not a formula.
  • 4 (04:58) **A Practical Test: The Unicorn Outcome Scenario** - Jason shares his heuristic for negotiating equity splits: ask both parties what percentage would feel great if the spin-out became a unicorn, and suggests the parent company should aim for 20%.
  • 5 (06:18) **Equity Is the Main Currency, But the Class of Stock Matters** - Beyond the percentage, the negotiation includes what class of stock (common vs. preferred), information rights, pro-rata rights, and board seats—all of which can be more impactful than the headline number.
  • 6 (08:29) **Don't Break the Cap Table: A Cautionary Tale** - Jason gives a concrete example from his accelerator: a team that gave 25% fully vested to early developers had to unwind it because no investor would touch a broken cap table.
  • 7 (09:26) **The IP Licensing "Workaround" for Blocked M&A** - Jason introduces a second, more complex spin-out structure: using a global IP license to effectively transfer a team and technology when a full acquisition is not politically or structurally viable.

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Guests on this episode

Show Notes

This Week In Startups is made possible by:

Wilson Sonsini

Today's show:

Spinouts are everywhere right now, and most founders get the cap table wrong. Jason sits down with Becki DeGraw, partner at Wilson Sonsini, to break down how to do it right, starting with his 80/20 rule for splitting the new cap table and why letting the old company keep too much of it kills your ability to raise.

Becki also covers the legal side: who owns the IP, non-competes between the two companies, and the trap founders fall into when they're still on the old board. PLUS, the one question every Series A investor will ask.

Guests:

Becki DeGraw on LinkedIn: https://www.linkedin.com/in/rebecca-degraw-639bbb62/

Wilson Sonsini: https://www.wsgr.com/en/

Relevant Links:

Wilson Sonsini Goodrich & Rosati (WSGR) — **https://www.wsgr.com/**

Becki DeGraw — https://www.wsgr.com/en/people/becki-degraw.html

Waymo — Jason's headline example of a big-company spinout — https://waymo.com/

Expedia's 1999 Microsoft spinout — https://www.britannica.com/topic/Expedia-com-American-company

Nvidia's ~$20B deal for Groq's asset— https://www.cnbc.com/2025/12/24/nvidia-buying-ai-chip-startup-groq-for-about-20-billion-biggest-deal.html

Timestamps:

0:00 What a spinout actually is

0:50 Becki: the real "why" behind spinouts

2:24 IP licenses and the "acquihire" workaround

3:09 University spinouts

4:41 Google/Waymo and Microsoft/Expedia: spinouts at scale

5:03 Jason's 80/20 rule and the unicorn test

6:06 The broken cap table problem

6:36 Licensing deals as an M&A workaround

8:44 Exclusive licenses, full assignments, and license-backs

11:07 "What if Google spun out YouTube"

12:31 Groq–Nvidia, capital gains vs. income

13:23 Confidentiality, customer lists, and fiduciary duty traps

15:16 Get the paper done BEFORE you start the new thing

15:56 "It's a divorce," — and the employees are the kids

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