It is 9:47 on a Tuesday, and somewhere a knowledge worker is copying a sentence out of a Slack thread, pasting it into a Notion doc, then retyping it into a Linear ticket. Three tools, one fact, no memory shared between them. Highlight exists because that small, daily indignity scales to roughly 24 hours a week, per person, across an entire company.
The company calls it the coordination tax. The rest of us call it Tuesday. Highlight is the San Francisco outfit betting that the next leap in productivity has nothing to do with making any single person faster - the machines already did that - and everything to do with fixing the space between people, where the real work quietly leaks away.
“Without a shared memory across tools, people are forced to copy and paste between systems.”
Your computer is a witness with amnesia
Here is the awkward truth about modern software: your laptop sees everything you do and remembers almost none of it on your behalf. The decision made on a video call evaporates the moment the call ends. The commitment buried in message 41 of a thread is gone by message 60. Every app is an island, and you are the very tired ferry.
AI was supposed to fix this. Mostly it gave each individual a clever chatbot and called it a day - which is a bit like handing everyone on a rowing team a faster oar and wondering why the boat still goes in circles. Highlight's founders looked at the pile of personal AI assistants and noticed the obvious thing everyone else had politely ignored: intelligence trapped inside one person's window is not intelligence the team can use.
AI made individuals faster. The lag that remains lives in the space between people.
From game clips to a group brain
Highlight did not begin in a productivity lab. It began inside Medal, a company best known for letting gamers record and share their best clips. Co-founders Pim de Witte and Joshua Lipson started a research project there to explore the translation layer between large language models and whatever happened to be on your screen. The experiment outgrew its host. To hire fast and pay engineers in equity, it needed to be its own company, so in October 2024 Highlight spun out with $10 million and a stubborn idea.
The idea got an experienced operator to run it. In March 2026, Sergei Sorokin - who spent eight years at Discord and helped grow it from about 5 million to nearly 300 million monthly users - signed on as CEO. He had scaled the connective tissue of online communities once. Highlight asked him to do it again, this time for the way teams think together.
The cast on the masthead
- Sergei Sorokin - CEO. Former VP of Product at Discord; 15+ years scaling consumer products.
- Pim de Witte - Co-Founder & Chairman. Co-founder and former CEO of Medal.
- Joshua Lipson - Co-Founder & Chief Architect. Co-founder and former CTO of Medal.
- A team of roughly 12, drawn from Discord, Medal.tv, and Meta.
Capture. Connect. Act.
Highlight is a cross-platform desktop app for Mac and Windows. It continuously watches what is on your screen - but, crucially, does not permanently store it. Capture happens locally, on opt-in, and small enough models can run on your device without the data ever touching the internet. You can attach a screen, a voice note, or a document as context and then ask questions, choosing from Claude, GPT, Gemini, Perplexity, and others depending on the job.
From there it does the unglamorous, valuable part. It transcribes calls from system audio so you can interrogate a meeting after the fact. It weaves commitments and decisions from meetings, messages, and documents into a shared team memory. Then it drafts the follow-through: Linear tickets, Slack messages, emails, Notion docs, calendar invites - the next step, written before you remember you owed it. Reminders fire before deadlines. Skills automate the workflows you run on repeat.
On-screen context
Continuously reads your screen, voice notes, and documents - locally, on opt-in, without permanent storage.
Shared team memory
Turns scattered commitments and decisions into context the whole team can search and reuse.
Actions & reminders
Drafts tickets, messages, docs, and invites; nudges before deadlines so nothing quietly dies.
Model of your pick
Claude, GPT, Gemini, Perplexity, and MCP integrations - the right model wired into your stack.
“Highlight coordinates. You build.”
A short history of a forgetful problem
Highlight debuts as an AI assistant platform; Medal raises $13M at a $333M post-money valuation.
Highlight becomes its own company with $10M led by General Catalyst, with Valor, SV Angel, and Conviction Embed.
Adoption climbs past 500,000 users, with reported reach into major tech firms.
Khosla Ventures leads the round; Sergei Sorokin takes the helm to build the shared intelligence layer.
Numbers that moved the money
Skeptics are right to ask whether any of this is real or just a well-funded vibe. The figures are modest in headcount and immodest in reach: a team of about twelve, more than half a million users, and investors who do not, as a rule, write $40 million checks for slideware. The Series A was led by Khosla Ventures, with 359 Capital, General Catalyst, Valor Equity, Common Metal, Makers Fund, Collaborative Fund, Arcadia, and SV Angel along for the ride.
Funding, round by round
The receipts
- 500,000+ users since launch.
- $40M Series A, March 2026, led by Khosla Ventures.
- Reported adoption at firms including Google and DoorDash.
- $20/mo Premium tier with advanced models; free tier to start.
Improving the space between people
Most software promises to make you a productivity machine. Highlight's pitch is quieter and, oddly, more humble: it would rather make your team forget less. The mission is to eliminate the coordination tax - the cognitive load of keeping everyone aligned - by capturing, modeling, and retrieving high-fidelity team context in real time. The company frames it as a collective intelligence layer for an age when AI agents, not just people, will need a shared place to remember.
There is an irony worth savoring. The product that wants to give you back 24 hours a week works hardest at the moments you are not paying attention to it - in the background, watching, summarizing, drafting. The best coordination tool, it turns out, is the one you almost never have to coordinate with.
The opportunity for AI is the space between people, not just individual output.
When the agents need a memory too
The phrase the company keeps returning to is the agentic age of work, and underneath the buzz is a real bet. As AI agents start doing more of the doing, they will run into the same wall humans hit: without shared context, every actor is an island. A team brain that captures decisions and serves them back is useful for people now and arguably mandatory for fleets of agents later. Future plans reportedly stretch as far as world models that generate 3D environments - ambitious, unproven, and very much the kind of thing a $40M round is meant to test.
So return to that Tuesday morning. The worker who was copying a sentence between three tools is, in Highlight's version, not copying anything. The decision from the call is already in the team's memory. The ticket is drafted. The reminder is set. The fact lives in one place and travels by itself. The indignity is small; removing it, multiplied across a company and a workweek, is the whole point. Highlight is not trying to make you superhuman. It is trying to make your software stop forgetting on your behalf - and that, for once, is a promise you can measure.