Jun 22, 2018 · 20m · top-founders
1063 How We Spent $7m To Spin Crunchbase Out of AOL
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
In this episode of The Top Entrepreneurs podcast, Nathan Latka interviews Santi Subotovsky, General Partner at Emergence Capital, exploring the venture firm's hands-on B2B SaaS investment strategy, the complex negotiation and execution behind Crunchbase's $7 million spinout from AOL, and key operational insights from scaling market leaders like Zoom.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Nathan holds 26% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Santi directly contradicts Nathan's assumption that Crunchbase had great tech, detailing how it was an unmaintained orphan child within AOL that required a full architectural rebuild.
Hardest push from Nathan ▶ 6:45 Mattermark failure challengeNathan bluntly challenges the viability of B2B company intelligence data by citing Mattermark's crash-and-burn trajectory despite top-tier backing.
Biggest teaching moment ▶ 6:57 VC market size breakdownSanti explains why venture capital alone is a terrible target market due to investor frugality and small market size, presenting Crunchbase's actual data showing sales and recruiting as the true drivers.
Nathan holds their own ▶ 11:29 Contextual distribution theoryNathan articulates his own thesis on Crunchbase's competitive advantage, arguing that TechCrunch editorial backlinks and contextual web traffic matter far more than raw scraping tech.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Introducing Guest Santi Subotovsky and Background | 4 | 1 | 1 | 2 | Nathan introduces Santi and opens with standard venture questions regarding his preference between founder and VC life, as well as Emergence Capital's target check sizes. | |
| The Untapped Potential and Thesis for Crunchbase | 5 | 2 | 1 | 2 | Nathan digs into the structural mechanics and economics of spinning Crunchbase out of AOL. Santi walks through the pitch made to Tim Armstrong to align incentives across investors, AOL, and new leadership. | |
| Crunchbase Market Opportunity and Hiring Jagger McConnell | 6 | 4 | 2 | 3 | Nathan challenges the Crunchbase thesis by bringing up Mattermark's high-profile demise. Santi reframes the market dynamic by explaining that selling only to investors is unsustainable and outlines Crunchbase's real use cases in sales prospecting and recruitment. | |
| Mid-Roll Sponsorship: SignEasy Mobile Document Signing | 6 | 5 | 4 | 4 | After an ad read, Nathan presses Santi on competitor Owler and asserts that Crunchbase's value lies in contextual editorial placement rather than technology. Santi explicitly pushes back, revealing that Crunchbase was actually an architectural mess within AOL that had to be completely rebuilt. | |
| Emergence Capital's Fund Management and Growth Resources | 4 | 2 | 1 | 2 | Nathan asks for specific metrics regarding Emergence's fund size, deployment rate, and capital invested in the Crunchbase deal. Santi shares the internal sales-engine support structure and $330M fund details. | |
| Zoom Video Touch-Up Features and User Experience | 4 | 1 | 2 | 2 | Nathan and Santi joke about Zoom's touch-up filter before proceeding through the rapid-fire Famous Five, where Santi playfully refuses to name a non-portfolio software tool. |