Mark Roberge | Stage 2 Capital

How AI is rewriting startup growth playbooks

B2B AI, Marketing Operations Marketing Consultant Artificial Intelligence, Sales Enablement, Growth Marketing

Most AI pilots fail because founders layer features onto old playbooks instead of rebuilding revenue architecture. Mark Roberge, co-founder of Stage 2 Capital and former founding CRO at HubSpot who scaled from $0 to $100M revenue, explains how AI compresses traditional sales cycles and enables systematic growth. He breaks down the four-phase abstraction from AI-supported…

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Rachel ten Brink | Redbike Capital

Growth lessons from consumer tech operator‑investor

B2B Go-to-Market Marketing Consultant Entrepreneurship, Artificial Intelligence, Market Intelligence

Most vertical AI companies fail because they're building features, not businesses. Rachel ten Brink, GP at Red Bike Capital and former Scentbird co-founder (scaled to 500K+ subscribers, $29M raised), breaks down how to build defensible vertical AI that survives the regulatory gauntlet. She reveals her operator's test for distinguishing product businesses from services wrappers, explains…

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George Lee | Goldman Sachs Global Institute

Is AI in Investment Banking a Replacement or Revolution?

B2B AI Artificial Intelligence, Marketing Strategy

Most AI transformation talk ignores investment banking's unique human capital dynamics. George Lee, co-head of Goldman Sachs Global Institute and former CIO, explains why AI won't replace bankers but will compress deal cycle times from weeks to days. Lee outlines how AI eliminates rote tasks for junior talent while enabling real-time client response frameworks, plus…

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Harrison Miller | Summit Partners

Common threads through 25 years of VC investing

B2B AI Marketing Consultant Entrepreneurship

AI startups fail because founders obsess over models, not company building. Harrison Miller is a former VP/GM from Amazon.com’s early years, and former MD of Summit Partners, which over 40+ years has invested $40B in more than 550 tech companies. He explains why execution, not algorithms, determines survival.

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R. Martin Chavez | Sixth Street

The Brothers Chavez In Conversation: Tom & Marty Chavez on AI, Investing, + More

B2B Entrepreneurship, Artificial Intelligence

Tom Chavez, Founding General Partner at super{set}, in conversation with his brother - R. Martin Chavez, Partner and Vice Chairman, Sixth Street, Board Member at Google, and former CFO of Goldman Sachs. Tom and Marty discuss their brief stint as roommates, their brotherly relationship, and R. Martin's experiences as an investor, entrepreneur, and corporate leader.…

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Matt Kilmartin and Mike Moreau | Habu (acquired by LiveRamp)

super{set} Celebrates First Exit: LiveRamp Acquires Habu for $200M

B2B Data & Analytics Data Provider Entrepreneurship, Big Data, Privacy

Joining Tom and Vivek in the studio today are Habu co-founders Matt Kilmartin (CEO) and Mike Moreau (COO) to give the full story behind how Habu was conceived, built out, scaled, and sold. Habu is a leader in the data collaboration category with innovative data clean room technology. Habu enables companies to share, make sense…

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Jeremy Klein | super{set}

super{set} Fund II: Intensifying Our Serial Focus on Data+AI Company Building

AI Data Provider Entrepreneurship, Big Data, Artificial Intelligence

Announcing super{set} Fund II! The world has tilted in our favor. We’ve been building companies in the data+AI space for 25 years, mostly while it was niche and nerdy. With the AI revolution fully upon us, we’re thrilled to announce that super{set} has closed a $90 million second fund to invest in companies at inception.…

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Jen D’Amico, Anupam Gupta and Ted Flanagan |

Creating a People-First Performance Culture for Startups

B2B Marketing Consultancy Marketing Careers, Entrepreneurship

Talent and career development in startups is typically nonexistent - so at super{set}, we're changing that. While a startup’s opportunities for rapid growth and trial by fire are incredible, we believe startup employees can still benefit from intentional mentorship and development. No - it's not about bringing in professional coaches who lack hands-on company-building expertise.…

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Rachel Gollub | PointHealth AI

Rachel Gollub on Engineering, Entrepreneurship & Leading Healthcare AI

B2B AI Entrepreneurship, Artificial Intelligence

Rachel Gollub is a distinguished engineer, programmer, and entrepreneur with a storied career in Silicon Valley: she started her career as part of the founding team behind the Java programming language and ended it as CTO of healthcare giant Optum. Along the way, Rachel managed to start several companies on top of a quick stopover…

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