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Caroline Winnett smiling confidently in a professional setting, representing her role as an angel investor and Executive Director at Berkeley SkyDeck.

Caroline Winnett: SkyDeck’s Deep-Tech Dynamo You’ll Want On Your Cap Table

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You’ve nailed a breakthrough prototype, but every VC meeting ends with “Come back when you have traction.” Sound familiar? 🤔 Deep-tech founders often face the brutal chicken-and-egg of capital vs. validation. Enter Caroline Winnett—operator-turned-angel and Executive Director of Berkeley SkyDeck, the university accelerator turning hard science into venture-scale companies. 🎯If you’re commercializing frontier research, understanding how Winnett writes checks (and unlocks SkyDeck’s $200M+ follow-on network) could be the difference between languishing in the lab and scaling globally. 😉💡


Who Is Caroline Winnett And Why Founders Listen

Caroline Winnett isn’t just a gatekeeper to Berkeley SkyDeck—she’s a bridge between deep-tech brilliance and venture capital reality. As an operator, marketer, and seasoned angel 🧠, she offers founders more than capital: she brings visibility, strategic coaching, and access to the UC Berkeley ecosystem. Her edge lies in knowing both what it takes to build science-driven companies and what VCs need to believe.

  • 🚀 Scaled Berkeley SkyDeck from 3 teams to 200+ portfolio startups, raising over $2B+ collectively.
  • 💼 Former VP Marketing at NeuroFocus (acquired by Nielsen), proving she knows exits firsthand.
  • 🧬 Angel in 38 deals—including MindsDB and Squishy Robotics—across AI, robotics, and biotech.
  • 💥 Drove 3 public or strategic exits (TubeMogul IPO → Adobe, Chirp → TDK, AppTegral → MobileIron).

Positioning: Caroline Winnett is the Bay Area’s university-spinout whisperer—equal parts operator, marketer, and capital conduit. 🎯

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Caroline Winnett’s Thesis — “Deep, Defensible, Do-Or-Die” 

Caroline backs companies where technical brilliance meets commercial urgency. Her thesis is all about bridging research-grade innovation with real-world impact. She invests where PhDs meet product roadmaps.

Core pillars:

  • 🧠 Breakthrough IP – Patents, peer-reviewed papers, or novel algorithms are table stakes.
  • 📈 Why-Now Catalyst – Tech or regulatory shift that bends cost curves in your favor.
  • 🧑‍🔬 Founder-Market Fit – Inventor-level domain depth plus coachability.
  • 🌍 Massive Impact Radius – Potential to move global needles (health, climate, enterprise efficiency).
  • 🐻 Berkeley Edge – Bonus points for UC Berkeley DNA or proximity to its talent pool. 

Takeaway: If you’re leveraging unique science for a global market, Winnett sees you long before traditional VCs do. 🚱


Angel Deal Terms At A Glance — Caroline Winnett’s Sweet Spot 

Her check isn’t huge, but it’s catalytic.

StageTypical CheckSectorsGeography
Pre-Seed$25K–$50K SAFEDeep Tech, AI/MLGlobal, Berkeley bias
Seed$50K–$100K SAFE/NoteB2B SaaS, Robotics, HealthTechSF Bay Area preferred
Follow-On (SkyDeck Fund)Up to 10% of next roundSame focusCo-invest with top VCs

Takeaway: Expect a five-figure first ticket plus a warm hand-off to larger funds when milestones hit. ✅


What Caroline Winnett Looks For (Beyond The Hype)

Not every deep-tech pitch makes her lean in. Caroline looks for founders who aren’t just riding hype waves but are rooted in science, grit, and execution. If you want her to champion your startup, you’ll need more than a slick deck—you need substance that survives scrutiny.

  • 🧪 Core tech moat – 10× better science, not just UI polish.
  • 📚 Coachability – Willingness to iterate after brutal feedback.
  • 🎯 Relentless focus – One killer use-case beats five half-baked demos.
  • 🔬 Proof of validation – Patents, prototypes, or published data > ARR at this stage.
  • 💪 Resilient founding team – Grit to survive long R&D cycles. 

Inside Caroline Winnett’s Portfolio 

Big bets that reveal her pattern-matching rubric.

CompanySectorRoundWhy It Fits
MindsDBAI/MLSeedNovel AutoML tech spun from UC Berkeley research.
SuperAnnotateB2B SaaSSeedDeep tech tooling for AI data—strong technical moat.
ChemixBattery TechPre-SeedBreakthrough electrolyte simulation from PhD founders.
Squishy RoboticsRoboticsSeedUnique soft-robot IP + disaster-response impact. 🤖
LumaHealthTechSeedAdvanced VR therapy backed by clinical data.

Takeaway: She bankrolls science that translates into sticky enterprise products. 🧪


Cold Outreach Playbook: Stand Out In Caroline Winnett’s Inbox 

Suggested subject line: “Berkeley spin-out tackling $10B problem with patented AI chip”

Email bullets:

  • ✍️ 1-liner: who you are & urgent market pain you solve.
  • 🧠 2 sentences on core patented tech and why only your team can build it.
  • 🔗 Key proof: link to paper, prototype video, or patent #.
  • 📊 Traction crumb: pilot with Fortune 500 or grant awarded.
  • 📅 Ask: 20-min call to explore fit for her deep-tech portfolio.

Skip the fluff—data wins Winnett’s attention in under 100 words. ⚡


Life After The Wire: What Founders Actually Get 

Getting a check from Caroline Winnett is just the beginning. What follows is a powerful launchpad—packed with talent, traction support, and investor exposure. Here’s what founders actually gain once the wire hits:

  • 🎓 Talent pipeline – Direct access to UC Berkeley students & postdocs for internships.
  • 🚀 GTM firepower – SkyDeck’s 200+ advisors covering enterprise sales, FDA, and IP strategy.
  • 💰 Follow-on capital – Automatic intro to the $60M SkyDeck Fund and downstream giants like a16z.
  • 🧭 Board-level coaching – Selective observer seats to keep you accountable.

Anecdote: MindsDB’s founders credit Winnett for “opening doors to YC partners we couldn’t even email” (SkyDeck Demo Day interview, 2022). 🌟


Red Flags That Make Caroline Winnett Ghost Your Round 

Not every pitch makes the cut—and Caroline Winnett isn’t afraid to walk away without a word. She’s seen it all and knows how to spot the difference between deep-tech diligence and hype-fueled hand-waving. She’s candid; miss these and expect silence.

  • 🚫 Shallow tech dressed in buzzwords.
  • ⚠️ Founders without STEM grounding tackling hard-science problems.
  • 📝 No clear IP pathway—“we’ll file patents later.”
  • 🎯 Spray-and-pray market focus; lack of niche beachhead.
  • 🙅‍♂️ Dismissive attitude toward feedback.
  • 🕒 Timelines ignoring regulatory or manufacturing realities.

Takeaway: If your moat is marketing slides, not molecules or models, she’s out. ❌


Final Thoughts: Caroline Winnett As Your Resilience Co-Pilot 

Fundraising in deep tech is a marathon 🏃‍♂️ through grant apps, prototype failures, and skeptical investors. Caroline Winnett doesn’t remove every hurdle, but she arms you with three unfair advantages: credibility with downstream VCs, a talent funnel that ships code and hardware 🛠️, and operator wisdom from scaling companies to acquisition. 🤝

Approach her with defensible IP, razor-sharp focus, and data-backed urgency. 📊 Nail those and you’ll gain more than an angel check—you’ll secure a long-term partner who lives at the intersection of university brilliance and venture velocity. ⚡ Ready to turn lab success into market dominance? Caroline Winnett just might clear your runway. 🚀

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Henry Miller

Henry Miller

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