Highlight AI
Open 20 tabs, sit through 3 meetings, chase 5 threads across Slack, Notion, and email, and watch how fast context slips through your hands. That quiet loss is where Highlight AI built its edge, not by adding another tool to the pile, but by rising above it. Born in 2024 out of Medal’s DNA, the company carries forward a simple, dangerous idea: if work is scattered, intelligence should not be. Now under the direction of CEO Sergei Sorokin, former Vice President of Product at Discord, Highlight AI is stepping into its scale chapter with the kind of conviction that usually shows up right before a category gets named.
The product does not ask for permission to be useful. It lives where the work happens. Highlight AI captures what is on your screen, what is said in your meetings, what is buried in your docs, and turns it into something teams can actually use. Notes appear without the scramble. Tasks line up without the chase. Context, the thing everyone says matters but nobody can find, becomes structured and searchable. Samantha Pelletier, Co-Founder and CTO, has helped shape a system that feels less like software and more like memory that does not forget. Not your memory. The team’s memory. The kind that compounds.
The traction tells its own story if you know how to read it. More than 500,000 users have already stepped into the flow, including teams inside Google and DoorDash. In March 2026, Highlight AI locked in a $40M Series A led by Khosla Ventures, a signal that this is no longer a clever layer, it is becoming infrastructure. The timing is not accidental. AI agents are everywhere, but most are blind, starved of real context. Highlight AI feeds them. It turns fragmented workflows into a continuous thread, giving both humans and machines something to actually reason on.
What separates Highlight AI is not just what it does, but where it sits. It is not another destination. It is the connective tissue. While others build louder interfaces, Highlight AI builds quieter leverage, syncing across tools, learning as teams move, tightening the loop between intention and execution. Over time, that shared intelligence layer becomes an asset you cannot easily replace, because it understands how your team actually works, not how a template says it should.
Inside the company, the culture mirrors the product. Small teams, high ownership, close to the work, based in San Francisco and New York. The kind of environment where engineers, designers, and operators do not wait for clarity, they create it. They are hiring across AI, engineering, and product, looking for people who can move from idea to shipped reality without needing a map. If you have ever felt the drag of switching tabs just to think, this is the room where that problem is getting solved.
