AI Executive Assistant Workflow: Gmail, Slack, Calendar & OpenAI

AI Executive Assistant Workflow: Gmail, Slack, Calendar & OpenAI — triage, approvals, and daily briefings

This n8n workflow automatically triages unread Gmail and Slack mentions with OpenAI, requests Slack approvals before sending replies, detects Google Calendar conflicts and schedules reschedules after approval, and delivers a 7AM daily briefing based on ClickUp tasks.

What this workflow does

• Runs every 15 minutes and performs parallel checks for unread Gmail, upcoming Google Calendar events, recent Slack mentions (last 15 minutes), and whether it’s 7AM.
• Gmail triage + reply drafting: pulls unread Gmail messages, uses OpenAI to classify priority and draft a reply, then either requests approval in Slack before replying or saves the content as a Gmail draft.
• ClickUp task creation: creates a ClickUp task for each triaged email using the AI-generated task title and description.
• Calendar conflict detection: retrieves the next 24 hours of Google Calendar events, detects overlapping meetings, and uses OpenAI to propose a reschedule message.
• Approval-gated rescheduling: sends the reschedule proposal to Slack for approval, then updates the Google Calendar event only after approval.
• Slack mention responses: drafts responses using OpenAI and either posts immediately or requests Slack approval before posting.
• 7AM briefing: fetches ClickUp tasks due today, compiles a briefing including unread emails and upcoming events via OpenAI, then sends it via Gmail and posts it to Slack.

Use cases

• Executive or ops teams who want AI-assisted email and Slack management with human approval gates.
• SaaS operators coordinating calendar scheduling and minimizing meeting conflicts.
• Teams that rely on daily summaries pulled from ClickUp tasks, email, and calendar.

Technical details

• n8n nodes include: if, code, gmail, slack, sticky note, and http request.
• Uses Gmail OAuth2, Slack OAuth2, Google Calendar OAuth2, an OpenAI API key, and ClickUp API authentication configured for the HTTP request.