An AI executive assistant that reads email, joins meetings, and answers calls.
Sidekick Pro is an AI executive assistant that reads Gmail, manages your Google Calendar, works inside Chrome, screens calls, joins Zoom and Google Meet as a notetaker, and keeps persistent memory of people and projects. Plans start at $59 per month for individuals and $149 per month for teams.
Sidekick Pro positions itself as a personal agent for knowledge workers, and its scope is unusually wide. It connects to Gmail and Google Calendar to read every incoming message, pull out what matters, and place confirmed events on your schedule from emails, photos, or a passing remark. A Chrome agent works in background tabs while signed in as you, completing web tasks without taking over the browser window. The product also covers voice: an AI receptionist screens callers and books appointments, a notetaker joins Zoom and Google Meet sessions, and a phone line lets you run your day by voice when you have no data connection. The tool is aimed at founders, executives, and small teams who lose hours to inbox triage and calendar management. It is less a single-purpose chatbot than a bundle of delegated roles: assistant, receptionist, meeting scribe, and computer operator. Memory ties the roles together, retaining people, projects, preferences, and decisions across devices so context does not have to be repeated. In daily use the pattern is conversational. A morning brief surfaces conflicts and priorities; a request to reschedule triggers a text to the other party and a confirmation back. Skills cover repeated routines (summarizing PDFs, drafting cold emails, generating invoices, reconciling expenses, building landing pages), and any routine can be saved for the team to run. Sidekick also keeps native documents and tables, so projects can stay inside its workspace rather than spreading across separate apps. The underlying model layer is not disclosed; instead of competing on model choice, it competes with ChatGPT or Claude by owning your inbox, calendar, calls, and apps. Plans start at $59 per month for individuals, with team pricing from $149 per month.
The homepage lists plans from $59 per month for individuals and from $149 per month for teams, with cancellation at any time. A detailed pricing table is linked from the navigation, but no free tier or trial is mentioned in the homepage text.
Learn moreSidekick connects to Gmail, Google Calendar and Tasks, Zoom, Google Meet, Slack, Notion, HubSpot, GitHub, Salesforce, Stripe, Figma, ChatGPT, Claude, and hundreds more through its MCP app directory.
Learn moreCore features include a focused Gmail inbox, calendar events created from emails and photos, a Chrome agent that works in background tabs, an AI receptionist that screens callers and books appointments, a notetaker for Zoom and Google Meet, conference calling, outbound email at list scale, persistent memory, native docs and tables, and reusable skills for routine tasks.
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