Anna Chen
Investor
Madrona
Madrona investor focused on acceleration-stage intelligent apps, enterprise software, and consumer tech.
Bio
Professional summary
Scott Jacobson joined Madrona in 2007 and invests in marketplace, consumer technology, proptech, and digital commerce companies. Before Madrona, he worked at Amazon in senior product and business management roles across Kindle and Marketplace, including international rollout work for Amazon's Merchants@ platform. Earlier, he worked in Accenture's strategy consulting practice with clients in enterprise software, retail, and energy. His portfolio includes CommerceIQ, Doorstead, Flexe, Indochino, Peach, Trade Coffee, Wonder Workshop, Spangle.AI, Redfin, Rover, and Knock.
Investment focus
Stage, sector, and overall fit
Stage
Early-stageSeries A
Sector
MarketplacesConsumer technologyProptechDigital commerce
Thesis
Consumer-facing technologiesCommerce infrastructure and marketplacesAI-powered consumer personalization
Notable companies
Selected portfolio companies the partner has backed
CommerceIQDoorsteadFlexeIndochinoPeachTrade CoffeeWonder WorkshopSpangle.AIRedfinRoverKnock
How to approach
Framing and angles for outreach
Pitch framing
Lead with a large consumer or marketplace opportunity, clear customer obsession, and evidence that the company can become a category-defining commerce or proptech platform. He appears especially relevant when the pitch combines marketplace dynamics, consumer experience, and AI-enabled personalization.
Personalization hooks
- 1Reference his Amazon Kindle and Marketplace background when discussing commerce, discovery, or consumer product behavior.
- 2Tie marketplace scale to his stated view that massive markets matter.
- 3Use Spangle.AI as a hook if pitching AI-powered personalization for consumers.
Recent signals
What the partner has said or done recently
Authored a 2025 Madrona investment perspective on Spangle and AI-powered personalization for consumer experiences.
Madrona profile highlights Rover's 2021 IPO and 2024 acquisition by Blackstone as a past investment outcome.
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