Highlight AI

https://highlightai.com/

Always-on desktop AI assistant that watches the user's screen (across all apps) and answers questions / takes actions based on what's currently visible. Mac + Windows. Founded by Mac Bishop (ex-Mixpanel); raised $13M Series A from Aspect / Lightspeed (Oct 2024). Distinguishes itself from Rewind by being action-oriented (not just recall). As of 2026-10 the site repositions it as an AI multitasker for work: it captures meeting and work context and drafts follow-ups, daily briefs and end-of-day recaps in connected tools (Gmail, Slack, Linear, GitHub and others).

Active · Verified 2026-10-29 · fresh as of 2026-10-29 · 36 cited facts, 0 with a third-party source · 1 recorded change · Suggest a correction

At a glance

Tier
T2
Latest release
v2.0.20 (2026-10-20) vendor fix
License
not applicable — not OSS fix
GitHub
not applicable — no GitHub repo fix
Freshness
2026-10-29 fix
Layer
agent-infra repo fix
Licensing
commercial vendor fix
Deployment locus
local vendor fix
Platform vs product
product vendor fix
Compliance
soc2-type2 vendor fix

When to use

Optimised for: Desktop co-pilot that sees screen + acts on it

Anti-fit: Adjacent to Rewind / Limitless; privacy-sensitive for shared screens; not a developer API

Pros & cons

Pros

$13M Series A; cross-app screen-capture context; local-first option.

Cons

Closed-source; privacy posture sensitive; no developer API at launch tier.

Claims & capabilities

$13M Series A Oct-2024 (Aspect / Lightspeed); cross-app context capture; local model option (Llama)

Technical surface

API surface
Desktop app; HTTP API on roadmap
Backend storage
Local SQLite + optional cloud sync
Deployment
Desktop app (Mac + Windows); local + cloud hybrid
Embedding model
not applicable — not a memory product
Multi-tenancy
Per-device single-tenant
MCP
searched not found
A2A
searched not found
OpenTelemetry
searched not found

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Sources (35 cited facts, 0 third-party)

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What changed

Changes to this record's lifecycle, licence, release, pricing and hosting facts, from the catalog's git history. Subscribe (Atom)

  1. 2026-10-27
    • Latest release “not applicable — not OSS” → “v2.0.20 (2026-10-20)” source
    • Pricing “Free tier + Pro ($20/mo)” → “Free $0/mo (14-day Pro trial); Pro $35/mo; Max $200/mo” source
    #273

Related systems

References (3)