Caroline Jacobs

Product & Business Strategy Leader | AI, Consumer Tech & Creator Economy

📍 United States🔄 Updated September 2026💼 6 investments📅 7 years investing🗓 Last invested Jan 2022
VC🌍 United States
6
Total investments
1
Early stage
2
Mid stage
0
Late stage
7y
Years active

Portfolio

6 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Investor
2022
Breef is the world's first agency marketplace. As the modern outsourcing solution, our platform connects leading brands with leading agencies for all their digital + creative needs. Our product is a first-of-its-kind solution for high-value transactions, focused on changing the future of work.
Board Observer
2022
A complete suite of trusted products to build anything in web3.
Investor
2021
FitOn is the largest health & wellness platform providing instant access to the widest variety of premium workouts and health experiences, all from world class trainers, experts and celebrities. It works with top health plans and enterprise customers to drive best-in-class engagement through its digital platform, expansive network of fitness studios and gyms, and condition management courses. The FitOn Health platform provides the only truly integrated hybrid preventative care solution for employers and health plans to supercharge their benefits and help their members be more active, connect with coworkers, friends and family, and make leading a healthy lifestyle fun and motivating. FitOn members have shown their passion for the product by completing more than 1 billion workout minutes and leaving 400,000+ 5-Star reviews.
Investor
2021
Easy to use tools for Creators to launch their own product lines and lifestyle eCommerce brands.
Investor
2020
Launched in 2015, MasterClass is the streaming platform where anyone can learn from the worlds best. With an annual membership, subscribers get unlimited access to instructors and classes across a wide range of subjects including Arts & Entertainment, Business, Design & Style, Sports & Gaming, Writing and more. Step into Anna Wintour’s office, and Ron Finley’s garden. Get inspired by RuPaul, perfect your pitch with Shonda Rhimes, and discover your inner negotiator with Chris Voss. Each class features about 20 video lessons, at an average of 10 minutes per lesson. You can learn on your own terms — in bite-sized pieces or binge it all at once. Cinematic visuals and close-up, hands-on demonstrations make you feel one-on-one with the instructors, while the downloadable workbooks help reinforce your learning. With MasterClass, you can stream thousands of lessons anywhere, anytime, on mobile, desktop and TV.
Investor
2019
NTWRK is a curated retail platform that celebrates culture and those who create it. In collaboration with a vibrant community of the world’s most influential artists, brands, and sellers, our livestream marketplace delivers exclusive products and experiences that span across sneakers, apparel, and collectibles. Shop live auctions, exclusive drops, and curated collections from the world’s best sellers.
Experience · 14 entries
All (14)
Investments (6)
Founder (2)
Board (1)
2025
2024
Founder
2024
A business advisory firm that accelerates growth and success for the brands, creators, and technology of tomorrow. Say hey 👋
Venture Scout
2024
Headline is a venture capital firm with teams on the ground in 8 cities around the world. We invest across geographies, stages, and sectors, from consumer and fintech to infrastructure and software. Once we commit to a team, we go to the ends of the earth to make their success global. Our Early Stage Funds, based in the US, Europe, Asia, and Latin America, back Early Stage companies locally, while our Venture Growth Fund invests globally from Series B and beyond. This allows us to see local trends up close, partner with winning founders, and lead rounds at every stage. Among the 300+ investments globally, current and former Headline portfolio companies include Acorns, Angi, AppFolio, Bumble, Bitwarden, Creditas, Farfetch, Fetch, Gopuff, Honeycomb, Mistral AI, NGINX, Numa, Pismo, Raisin, Scopely, Segment, SEMrush, Sonos, Staffbase, The RealReal, and Yeahka.
2023
Founder
2023
Every Thursday, well send you an email with actionable tips to grow your business and career - from tech, AI, leadership, creators, startups, and more. Trusted by 1k+ businesses leaders from high-growth companies who are backed by top VCs like a16z, Lightspeed, JP Morgan, and Google. Join 1k+ founders and ambitious people like you who learn, grow, and build.
2022
Investor
2022
Breef is the world's first agency marketplace. As the modern outsourcing solution, our platform connects leading brands with leading agencies for all their digital + creative needs. Our product is a first-of-its-kind solution for high-value transactions, focused on changing the future of work.
Show all 14 entries ↓
Investment activity
2019–2022 · 6 investments
20191202012021220222
Recent (last 2 years)Earlier