We go to the ends of the earth to help winning teams win, bigger.

Joined June 2012
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Pinned Tweet
18 Sep 2024
Today, we mark a big day at Headline – a fresh $865M to invest in growth-stage tech companies, complete with a new strategy and team to execute it. In celebration of this milestone, we sat down with @Fortune to tell the full Headline story, across geographies and more than 25 years in the making. A big thank you to all the founders who joined the Headline journey so far!
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1 Dec 2025
Gen Z is the most educated generation in history. And the least able to afford the life they were promised. Meanwhile, AI just made educational content free… while degrees still cost $300K Here are the 4 themes we're investing in to fix this 🧵
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1 Dec 2025
If you're building in AI x EdTech – especially around these themes – we want to talk. Drop a comment, DM, or email matt@headline.com. Read our full thesis here: arissev.substack.com/p/670ed…

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1 Dec 2025
Which theme is biggest? 👇
0% 🔵 Alternative Pathways
0% 🟢 Lifelong Learning
75% 🟡 Wealth-Building
25% 🟣 AI-Native Education
4 votes • Final results
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28 Oct 2025
In an AI-flooded web, being human is the ultimate premium. We’re seeing a new wave of products that elevate people instead of replacing them. At @Headline, we call it the 𝘈𝘯𝘵𝘪-𝘈𝘐 𝘈𝘐 movement—brands and tools built for authenticity, craft, and human presence.
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21 Oct 2025
Paying for healthcare is confusing and frustrating—and most consumers aren’t sure they’re optimizing their healthcare spending. At Headline excited about AI tools that simplify decisions, increase transparency, and help consumers get more value from every dollar spent.
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16 Oct 2025
Managing life’s basics has never been more complex. From housing to healthcare, younger generations need better tools. At Headline, we’re excited about AI concierges and copilots that simplify life admin and bring clarity, structure, and peace of mind.
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15 Oct 2025
Every year our global teams come together in SF for Headline’s Annual Global Meeting. 27 years in, one thing hasn’t changed—it’s all about the people. With gratitude for this year's gathering and excitement for the road ahead, -- The Headline team
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8 Oct 2025
Global compliance shouldn’t feel like a maze. As digital businesses scale, fragmented KYC/KYB systems and shifting regulations make onboarding complex. @AiPriseHQ is changing that — building the orchestration layer that makes verification seamless across 200 countries.👇
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8 Oct 2025
This week, we’re thrilled to announce Headline’s investment in AiPrise, a company reimagining how businesses manage global compliance. Our latest blog article dives into how AiPrise brings clarity, automation, and adaptability to KYC/KYB on a global scale.
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1 Oct 2025
Managing money often feels stressful, especially with inflation and debt.💸 At Headline, we're excited about 𝘙𝘦𝘸𝘢𝘳𝘥𝘪𝘧𝘪𝘤𝘢𝘵𝘪𝘰𝘯: gamified, loyalty-driven tools that turn essentials into rewarding experiences through AI-powered savings, optimization, and engagement.
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24 Sep 2025
Online fraud and scams are evolving quickly, and consumers are increasingly exposed. While enterprise security gets most of the attention, we’re excited about tools that help people stay informed, spot scams, and protect privacy as AI makes threats more prominent.
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18 Sep 2025
Observability isn’t just about monitoring anymore - it’s about understanding the why. In today’s AI-native world, systems are more complex, distributed, and dynamic than ever. It's no longer enough to ask what’s happening inside my systems?👇
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18 Sep 2025
This week, Headline portco @honeycombio launched Honeycomb Intelligence, an AI-native suite designed for exactly this future. Our latest blog dives into how the recent releases uplevel observability directly inside the developer workflow with fast and interactive feedback loops.
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