oAI

A powerful native macOS AI chat application with support for multiple providers (including on-device Apple Intelligence), MCP-powered tool access, advanced memory management, and seamless Git synchronization.

Features

🤖 Multi-Provider Support

• OpenAI - GPT models with native API support
• Anthropic - All Claude models; prompt caching support (direct API and via OpenRouter) reduces cost on repeated system prompts/context
• OpenRouter - Access to 300+ AI models from multiple providers
• Ollama - Local model inference for privacy
• Apple Intelligence (Beta) - On-device chat via Apple's Foundation Models framework (macOS 26+, Apple Silicon); private, free, works offline; chat only, no tools yet

💬 Core Chat Capabilities

• Streaming Responses - Real-time token streaming for faster interactions
• Conversation Management - Save, load, export, and search conversations
• Combine Conversations - Merge 2+ saved conversations, either by chronological concatenation or AI-assisted synthesis
• File Attachments - Support for text files, images, and PDFs
• Image Generation - Create images with supported models (DALL-E, Flux, etc.) - renders inline in chat
• Reasoning / Thinking Tokens - Stream live reasoning from thinking-capable models (DeepSeek R1, Claude 3.7+, o1/o3, Qwen); configurable effort level (High/Medium/Low/Minimal); collapsible block auto-expands while thinking and collapses when the answer arrives
• Online Mode - DuckDuckGo and Google web search integration
• Session Statistics - Track token usage, costs, and response times
• Command History - Navigate previous commands with searchable modal (⇧⌘H)

🧠 Enhanced Memory & Context System

• Smart Context Selection - Automatically select relevant messages to reduce token usage by 50-80%
• Message Starring - Mark important messages to always include them in context
• Semantic Search - AI-powered search across conversations using embeddings
• Progressive Summarization - Automatically summarize old portions of long conversations
• Multi-Provider Embeddings - Support for OpenAI, OpenRouter, and Google embeddings

🔧 Model Context Protocol (MCP)

Advanced filesystem access for AI models with fine-grained permissions:

• Read Access - Allow AI to read files in specified folders
• Write Access - Optional write permissions for file modifications
• PDF Text Extraction - read_file/search_files extract and search a PDF's text layer automatically; scanned/image-only PDFs return a clear error instead of garbage
• Gitignore Support - Respects .gitignore patterns when listing/searching
• Folder Management - Add/remove allowed folders with visual status
• Search Operations - Find files by name or content across allowed directories
• External MCP Servers - Connect any third-party stdio MCP server (e.g. Safari Technology Preview's safaridriver --mcp) to give the AI its tools directly; tool names are prefixed per server, and a crashed server auto-restarts with backoff

📅 Personal Data Tools

Native access to Calendar, Reminders, Contacts, and Location & Maps via EventKit/Contacts/CoreLocation - all opt-in, all local, standard macOS permission prompts:

• Calendar & Reminders - List, read, and create events/reminders; completing/creating always requires an on-screen approval before it happens
• Contacts - Search and read (read-only)
• Location & Maps - Current location, place search, geocoding, and directions (read-only)

🔍 Research Agents

Spawn multiple read-only sub-agents that search and read files in parallel:

• Each agent is limited to read-only tools - no bash, no writes, no further nesting
• Concurrency limit is configurable in Settings
• Useful for fanning a broad question out across many files at once

🔄 Git Synchronization

Seamless conversation backup and sync across devices:

• Auto-Sync - Automatic export and push to Git repository
• Smart Triggers - Sync on app start, idle, goodbye phrases, model switches, or app quit
• Multi-Provider Support - GitHub, GitLab, Gitea, and custom Git servers
• Conflict Prevention - Warning system for multi-machine usage
• Manual Sync - One-click sync with progress indication

⚡ Shortcuts & Agent Skills

• Shortcuts - Personal slash commands that expand to prompt templates; optional {{input}} placeholder for inline input
• Agent Skills (SKILL.md) - Markdown instruction files injected into the system prompt; compatible with skill0.io, skillsmp.com, and other SKILL.md marketplaces; import as .md or .zip bundle with attached data files; a skill named exactly "2nd Brain" can be marked always-trusted, skipping the bash approval prompt for its helper-script calls

📚 Anytype Integration

Connect oAI to your local Anytype knowledge base:

• Search - find objects by keyword across all spaces or within a specific one
• Read - open any object and read its full markdown content
• Append - add content to the end of an existing object without touching existing text or internal links (preferred over full update)
• Create - make new notes, tasks, or pages
• Checkbox tools - surgically toggle to-do checkboxes or set task done/undone via native relation
• All data stays on your machine (local API, no cloud)

🛰️ Jarvis Integration

Connect oAI to a self-hosted Jarvis agent-automation server:

• Agent Management - List, create, edit, enable/disable, run, and stop agents
• Run History - Expandable per-run output with status and timing
• Usage & Credits - Per-agent usage stats and credits balance
• Queue Control - Pause/resume all agents
• /jarvis slash command opens the Jarvis panel directly

🖥️ Power-User Features

• Bash Execution - AI can run shell commands via /bin/zsh (opt-in, with per-command approval prompt)
• iCloud Backup - One-click settings backup to iCloud Drive; restore on any Mac; API keys excluded for security
• Paperless-NGX Integration (Beta) - Search, read, and interact with documents in a self-hosted Paperless instance
• Tool Call Inspection - Click any 🔧 tool message to expand input/output JSON for all tool calls

📧 Email Handler (AI Email Assistant)

Automated email responses powered by AI:

• IMAP Polling - Monitor inbox for emails with specific subject identifiers
• AI-Powered Responses - Generate contextual replies using any AI provider
• SMTP Integration - Send replies via SMTP with TLS support
• Rate Limiting - Configurable emails per hour limit
• Email Threading - Proper In-Reply-To headers for email chains
• Secure Storage - AES-256-GCM encryption for all credentials
• Email Log - Track all processed emails with success/error status

🎨 UI/UX

• Native macOS interface with dark/light mode support
• Markdown rendering with syntax highlighting
• Customizable text sizes (GUI, dialog, input)
• Footer stats display (messages, tokens, cost) and status pills (Online, MCP, Git sync)
• Text-only header (provider, model, favourite star)
• Responsive message layout with copy buttons
• Model Selector (⌘M) - Filter by capability (Vision / Tools / Online / Image Gen / Thinking 🧠) or by category (Programming, Math, Medical, Translation, Roleplay, Creative, Science, Finance, Legal), sort by price or context window, search by name or description, per-row ⓘ info button; ★ favourite any model - favourites float to the top and can be filtered in one click
• Default Model - Set a fixed startup model in Settings → General; switching models during a session does not overwrite it
• Sidebar Navigation - Collapsible sidebar for switching between conversations
• Localization - Fully localized into Norwegian Bokmål, Swedish, Danish, German, and French; follows macOS language preference automatically. Translations are AI-generated (machine translation), not reviewed by native speakers - if you spot an awkward or incorrect phrase, please open an issue

Installation

Download

Download the latest release from the Releases page. Two builds are available:

• oAI-x.x.x-AppleSilicon.dmg - for Macs with an Apple Silicon chip (M1 and later)
• oAI-x.x.x-Universal.dmg - runs natively on both Apple Silicon and Intel Macs

Installing from DMG

1. Open the downloaded .dmg file
2. Drag oAI.app into the Applications folder
3. Eject the DMG
4. Launch oAI from Applications or Spotlight

Release DMGs are signed and notarized by Apple, so oAI opens normally on first launch with no Gatekeeper warning.

Requirements

• macOS 26.2 or later
• An API key for at least one supported provider (OpenRouter, Anthropic, OpenAI, or Google), or Ollama running locally

Configuration

API Keys

Add your API keys in Settings (⌘,) → General tab:

• OpenAI - Get from OpenAI Platform
• Anthropic - Get from Anthropic Console or use OAuth
• OpenRouter - Get from OpenRouter Keys
• Ollama - Base URL (default: http://localhost:11434)
• Google - API key used for Google Custom Search (web search) and Google embeddings (semantic search) - not a chat provider

Essential Settings

General Tab

• Default Provider - Select your preferred AI provider
• Streaming - Enable/disable real-time response streaming
• Memory - Control conversation context (on/off)
• Online Mode - Enable web search integration
• Max Tokens - Set maximum response length
• Temperature - Control response randomness (0.0 - 2.0)
• Reasoning - Enable thinking tokens for supported models; set effort level (High/Medium/Low/Minimal); optionally hide reasoning content from chat

Advanced Tab

• Smart Context Selection - Reduce token usage automatically
• Semantic Search - Enable AI-powered conversation search
• Progressive Summarization - Handle long conversations efficiently

Sync Tab

• Repository URL - Git repository for conversation backup
• Authentication - Username/password or access token
• Auto-Save - Configure automatic save triggers
• Manual Sync - One-click synchronization

Email Tab

• Email Handler - Configure automated email responses
• IMAP/SMTP Settings - Email server configuration
• AI Provider - Select which AI to use for responses
• Rate Limiting - Control email processing frequency

Slash Commands

Model & Chat

• /help - Show help and available commands
• /model - Open model selector (⌘M)
• /clear - Clear current conversation
• /retry - Regenerate last response
• /info [model] - Display model information

Conversation Management

• /save <name> - Save current conversation
• /load or /list - List and load saved conversations (⌘L)
• /delete <name> - Delete a saved conversation
• /export <md|json> [filename] - Export conversation
• /history - Open command history modal (⇧⌘H)

Provider & Settings

• /provider [name] - Switch or display current provider
• /config or /settings - Open settings (⌘,)
• /stats - View session statistics
• /credits - Check API credits/balance (OpenRouter)

Features

• /memory <on|off> - Toggle conversation memory
• /online <on|off> - Toggle online/web search mode
• /mcp <on|off|status|add|remove|list|write> - Manage MCP filesystem access
• /shortcuts - Open the Shortcuts manager
• /skills - Open the Agent Skills manager
• /jarvis - Open the Jarvis panel
• // - Send a literal / as the first character of a message (escapes the command parser)

MCP (Model Context Protocol)

• /mcp add <path> - Grant AI access to a folder
• /mcp remove <index|path> - Revoke folder access
• /mcp list - Show allowed folders
• /mcp write <on|off> - Enable/disable file write permissions
• /mcp status - Display MCP configuration

File Attachments

Attach files to your messages using the syntax: @/path/to/file

Example:

Can you review this code? @~/project/main.swift

Supported formats:

• Text files - Any UTF-8 text file (.txt, .md, .swift, .py, .json, etc.)
• Images - PNG, JPG, WebP (for vision-capable models)
• PDFs - Document analysis with vision models

Limits:

• Maximum file size: 10 MB
• Text files truncated after 50 KB (head + tail shown)
• Image dimensions automatically scaled for optimal processing

Keyboard Shortcuts

• ⌘M - Open model selector
• ⌘, - Open settings
• ⌘N - New conversation
• ⌘L - List saved conversations
• ⇧⌘H - Command history
• Esc - Cancel generation / Close dropdown
• ↑/↓ - Navigate command dropdown (when typing /)
• Return - Send message
• Shift+Return - Insert newline

Advanced Features

Smart Context Selection

Reduce token usage by 50-80% without losing context quality:

• Always includes last 10 messages
• Prioritizes user-starred messages
• Includes high-importance messages (based on cost and length)
• Respects model context limits automatically

Semantic Search

Find conversations by meaning, not just keywords:

• AI-powered embeddings using OpenAI, OpenRouter, or Google
• Search across all conversations semantically
• Cost-effective: ~$0.04 one-time for 10k messages
• Toggle semantic search in conversation list

Progressive Summarization

Handle 100+ message conversations gracefully:

• Automatically summarizes old portions of conversations
• Keeps last 20 messages in full
• Summaries included in context for continuity
• Configurable threshold (default: 50 messages)

Git Synchronization

Backup and sync conversations across devices:

• Export Format: Markdown files for human readability
• Auto-Sync Options:
  • On app start (pull + import only)
  • On idle (configurable timeout)
  • After goodbye phrases ("bye", "goodbye", "that's all", "see you", etc. - deliberately farewells only, not "thanks")
  • On model switch
  • On app quit
  • Minimum message count threshold
• Manual Sync: One-click full sync (export + pull + push)

Email Handler

AI-powered email auto-responder:

• Monitoring: IMAP polling every 30 seconds
• Filtering: Subject identifier (e.g., [JARVIS])
• Processing: AI generates contextual responses
• Sending: SMTP with TLS (port 465 recommended)
• Tracking: Email log with success/error status
• Security: AES-256-GCM encrypted credentials

Troubleshooting

Common Issues

API Connection Errors:

• Verify API keys in Settings → General
• Check internet connection
• Ensure provider is not experiencing outages

MCP Not Working:

• Verify folder permissions in Settings → MCP
• Check allowed folders list
• Ensure files are not in .gitignore (if enabled)

Git Sync Errors:

• Verify repository URL and credentials
• Check if repository is initialized (clone first)
• Ensure proper network access to Git server
• Use access token instead of password for GitHub

Email Handler Issues:

• Verify IMAP/SMTP settings and credentials
• Use port 465 for SMTP (direct TLS recommended)
• Check subject identifier matches exactly (case-sensitive)
• Review email logs in Settings → Email → View Email Log

Embedding Errors:

• Configure API key for OpenAI, OpenRouter, or Google
• Check Settings → Advanced → Semantic Search
• Verify embedding provider is selected

License

oAI is source-available under the PolyForm Noncommercial License 1.0.0.

This means you are free to use, study, modify, and share oAI for any noncommercial purpose. Commercial use — including selling oAI or any part of it, standalone or bundled into another product or service — requires a separate commercial license.

See LICENSE for the full license text, or visit polyformproject.org/licenses/noncommercial/1.0.0. For commercial licensing inquiries, contact Rune Olsen via oai.pm.

Privacy & Security

• Privacy Policy - what oAI stores, what it sends to AI providers, and what stays local
• Security Policy - supported versions and how to report a vulnerability

Author

Rune Olsen

• Website: https://oai.pm
• Blog: https://blog.rune.pm
• Gitlab.pm: @rune

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Disclaimer

oAI can take real actions on your behalf when you enable optional features - it can run shell commands, read/write files, send emails, and create calendar events or reminders. Write actions are gated behind explicit opt-in settings and, for bash/calendar/reminders, an on-screen approval prompt before they run. Review your permission settings carefully before use. Content you send is processed by whichever AI provider and model you have selected - see PRIVACY.md for details on what goes where. oAI is provided "as is" without warranty of any kind - the author accepts no responsibility for actions taken by the agent or any consequences thereof. See LICENSE for full terms.

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