Will AI change Legal Work Forever?: Joe Green, Chief Innovation Officer, Gunderson Dettmer
Will AI change Legal Work Forever?: Joe Green, Chief Innovation Officer, Gunderson Dettmer
Key Insights
1. Legal Credibility Comes from Business Context
Joe emphasizes that legal advice divorced from business reality is rarely effective.
GCs must understand how the company makes money, where it’s investing, and what trade-offs leadership is willing to accept.
This context turns legal guidance into something executives can actually use.
2. The GC’s Role Is to Illuminate Trade-Offs
Rather than defaulting to “no,” Joe frames the GC’s job as helping leaders see consequences clearly.
By outlining risks, alternatives, and mitigations, legal empowers better decisions without owning the outcome.
This approach strengthens trust between legal and the business.
3. Judgment Matters More Than Perfection
Perfect legal analysis is often impractical in fast-moving environments.
Joe stresses that good judgment means knowing when “good enough” is sufficient.
GCs who over-optimize for certainty risk slowing the organization unnecessarily.
4. Consistency Builds Long-Term Trust
Executives pay attention to whether legal advice is stable and principled over time.
Joe highlights that frequent reversals or unclear positions erode confidence.
When circumstances change, explaining why the guidance has changed is critical.
5. Risk Is a Leadership Decision, Not a Legal One
Legal identifies and explains risk, but leadership decides whether to take it.
Joe reinforces that GCs should resist the urge to make business decisions by proxy.
Clear ownership of decisions strengthens governance and accountability.
6. Influence Is Earned Through Reliability
Joe notes that the most influential GCs are dependable under pressure.
They respond quickly, communicate clearly, and avoid surprises.
Reliability, more than brilliance, earns a seat at the table.
7. Closing Insight
Joe Green’s message is clear: the best GCs don’t block risk — they help leaders take it wisely.
Judgment, clarity, and consistency are what turn legal advice into real influence.
In this podcast, we cover
0:00 Introduction
2:11 Moving into a tech advisor role at Gunderson Dettmer after a career start at Simson Thacher
5:37 Moving away from the standard legal path at Thomson Reuters
8:43 Taking on side hustles that pull you towards tech and product
11:59 Founding the Open Cap Table Coalition
18:12 Rejoining Gunderson Dettmer and moving into the CIO role
21:26 Challenging the billable hour model
30:53 Leading and launching innovative projects
34:40 Shifting from a legal to a technical mindset
38:30 Discussing the influx of investment into legal tech
42:29 Predicting the future of legal services
45:14 Book Recommendations
47:29 What you wish you’d known as a young lawyer































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