diff --git a/.devcontainer/devcontainer.json b/.devcontainer/devcontainer.json
index f69d7175..4b67e665 100644
--- a/.devcontainer/devcontainer.json
+++ b/.devcontainer/devcontainer.json
@@ -9,13 +9,18 @@
   // Features to add to the dev container. More info: https://containers.dev/features.
   "features": {
     "ghcr.io/devcontainers/features/node:1": {},
-    "ghcr.io/rails/devcontainer/features/mysql-client": {}
+    "ghcr.io/rails/devcontainer/features/mysql-client": {},
+    "ghcr.io/devcontainers-extra/features/ansible:2": {}
   },
 
   "containerEnv": {
     "DB_HOST": "mysql"
   },
 
+  "remoteEnv": {
+    "IMPRESS_DEPLOY_USER": "${localEnv:USER}"
+  },
+
   // Use 'forwardPorts' to make a list of ports inside the container available locally.
   "forwardPorts": [3000],
 
@@ -27,5 +32,5 @@
 
 
   // Use 'postCreateCommand' to run commands after the container is created.
-  "postCreateCommand": "bin/setup --skip-server"
+  "postCreateCommand": "bash .devcontainer/setup-ssh-config.sh && bin/setup --skip-server"
 }
diff --git a/.devcontainer/setup-ssh-config.sh b/.devcontainer/setup-ssh-config.sh
new file mode 100644
index 00000000..97c185e3
--- /dev/null
+++ b/.devcontainer/setup-ssh-config.sh
@@ -0,0 +1,28 @@
+#!/bin/bash
+# Creates SSH config for devcontainer to use host's SSH identity
+# This allows `ssh impress.openneo.net` to work without hardcoding usernames
+
+mkdir -p ~/.ssh
+chmod 700 ~/.ssh
+
+# Only create SSH config if IMPRESS_DEPLOY_USER is explicitly set
+if [ -z "$IMPRESS_DEPLOY_USER" ]; then
+  echo "⚠️  IMPRESS_DEPLOY_USER not set - skipping SSH config creation."
+  echo "   This should be automatically set from your host \$USER environment variable."
+  echo "   See docs/deployment-setup.md for details."
+  exit 0
+fi
+
+cat > ~/.ssh/config <<EOF
+# Deployment server config
+# Username: ${IMPRESS_DEPLOY_USER}
+Host impress.openneo.net
+  User ${IMPRESS_DEPLOY_USER}
+  ForwardAgent yes
+
+# Add other host configurations as needed
+EOF
+
+chmod 600 ~/.ssh/config
+
+echo "✓ SSH config created. Deployment username: ${IMPRESS_DEPLOY_USER}"
diff --git a/deploy/files/authorized-ssh-keys.txt b/deploy/files/authorized-ssh-keys.txt
index 4375bb67..3ab59261 100644
--- a/deploy/files/authorized-ssh-keys.txt
+++ b/deploy/files/authorized-ssh-keys.txt
@@ -15,3 +15,4 @@
 ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAIIu5a+mp2KKSGkOGWQPrARCrsqJS4g2vK7TmRIbj/YBh Matchu's Desktop (Leviathan 2023)
 ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAIKFwWryq6slOQqkrJ7HIig7BvEQVQeH19hFwb+9VpXgz Matchu's Laptop (Ebon Hawk)
 ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAINq0HDYIUwRnrlKBWyGWJbJsx3M8nLg4nRxaA+9lJp+o Matchu's Laptop (Death Star)
+ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAIEFCEvr4e0uPpDtySU5qb3NkmSXNaRDSRg4WN2o8QJmF matchu@openneo.net
diff --git a/docs/deployment-setup.md b/docs/deployment-setup.md
new file mode 100644
index 00000000..a2c8c44c
--- /dev/null
+++ b/docs/deployment-setup.md
@@ -0,0 +1,151 @@
+# Deployment Setup Guide
+
+This guide covers how to set up deployment access to Dress to Impress from a new machine.
+
+## Overview
+
+The deployment system uses Ansible playbooks to automate deployment to `impress.openneo.net`. You'll need:
+- SSH key authorized on the production server
+- Secret files for configuration and credentials
+- Ansible and build dependencies installed locally
+
+## Deploying from Devcontainer
+
+The devcontainer is configured to forward your host's SSH agent, allowing you to deploy without copying keys into the container.
+
+**Setup for Deployers:**
+
+If you have deploy access to the production server, the devcontainer is pre-configured to work automatically:
+
+1. The `IMPRESS_DEPLOY_USER` environment variable is automatically set from your host's `$USER` environment variable
+2. On container creation, this creates `~/.ssh/config` inside the container with your username
+3. Verify SSH access: `ssh impress.openneo.net whoami` should return your username
+
+Then rebuild the devcontainer.
+
+**For Contributors (Non-Deployers):**
+
+If you don't have deploy access, you don't need to do anything. The devcontainer will skip SSH config creation and show a warning, but this won't affect your ability to develop.
+
+## Setup Checklist for New Machine
+
+If you have an existing machine with deploy access, this workflow lets you bootstrap a new machine by authorizing its SSH key and copying secret files.
+
+### Phase 1: On New Machine
+
+**Prerequisites to Install:** (or use devcontainer)
+- [ ] Install Ansible
+- [ ] Install Ruby 3.4+
+- [ ] Install Node.js/Yarn
+
+**Generate SSH Key:**
+- [ ] Generate new SSH key pair: `ssh-keygen -t ed25519 -f ~/.ssh/id_impress_deploy`
+- [ ] Copy the **public key** (`~/.ssh/id_impress_deploy.pub`) to a location accessible from your existing machine
+  - Example: USB drive, shared network location, or transfer via secure method
+
+### Phase 2: On Existing Machine (Has Deploy Access)
+
+**Add New SSH Key:**
+- [ ] Copy the public key from the transfer location to the repository
+- [ ] Append public key to `deploy/files/authorized-ssh-keys.txt`
+- [ ] Run `bin/deploy:setup` to sync the updated authorized keys to the server
+- [ ] Test that the new key works: `ssh -i /path/to/new/private/key impress.openneo.net`
+
+**Copy Secret Files to Transfer Location:**
+- [ ] Copy `deploy/files/production.env` to transfer location
+- [ ] Copy `deploy/files/setup_secrets.yml` to transfer location (optional, only needed for full setup)
+
+### Phase 3: Return to New Machine
+
+**Copy Secret Files:**
+- [ ] Copy `production.env` from transfer location to `deploy/files/production.env`
+- [ ] Copy `setup_secrets.yml` from transfer location to `deploy/files/setup_secrets.yml` (optional)
+- [ ] `ln -s deploy/files/production.env .env.production`
+- [ ] Set proper permissions: `chmod 600` on all secret files
+
+**Configure SSH:**
+- [ ] Ensure SSH key has proper permissions: `chmod 600 ~/.ssh/id_impress_deploy`
+- [ ] (Optional) Add to `~/.ssh/config`:
+  ```
+  Host impress.openneo.net
+      IdentityFile ~/.ssh/id_impress_deploy
+  ```
+
+**Verify Access:**
+- [ ] Test SSH connection: `ssh impress.openneo.net`
+- [ ] Verify deployment works: `bin/deploy`
+
+### Security Reminder
+- [ ] Delete secret files from transfer location after copying
+- [ ] Optionally remove the temporary public key file from the existing machine
+
+---
+
+## Secret Files Reference
+
+These files are gitignored and must be obtained from an existing deployment machine or production server:
+
+### 1. `deploy/files/production.env`
+Production environment variables deployed to `/srv/impress/shared/production.env` on the server.
+
+Required variables:
+- `DATABASE_URL_PRIMARY` - MySQL connection URL for primary database
+- `DATABASE_URL_OPENNEO_ID` - MySQL connection URL for auth database
+- `IMPRESS_2020_ORIGIN` - URL of Impress 2020 service (optional, defaults to `https://impress-2020.openneo.net`)
+- `RAILS_LOG_LEVEL` - Log level (optional, defaults to "info")
+
+### 2. `deploy/files/setup_secrets.yml`
+Ansible variables for the setup playbook. Only needed if running initial server setup (`bin/deploy:setup`).
+
+Required variables:
+- `mysql_root_password` - Root password for MySQL/MariaDB
+- `mysql_user_password` - Password for `openneo_impress` MySQL user
+- `mysql_user_password_2020` - Password for `impress2020` MySQL user
+- `dev_ips` - List of IP addresses allowed to connect to MySQL
+
+Decrypts credentials including:
+- `matchu_email_password` - SMTP password for `matchu@openneo.net` (Fastmail)
+- `neopass.client_secret` - OAuth client secret for NeoPass integration
+
+## Deployment Commands
+
+### Initial Server Setup (one-time)
+```bash
+bin/deploy:setup
+```
+Runs the Ansible setup playbook to configure the server (Ruby, MySQL, nginx, SSL, users, firewall, etc.). Prompts for sudo password.
+
+### Deploy New Version
+```bash
+bin/deploy
+```
+Compiles assets locally, then deploys to production. No sudo required.
+
+### Rollback
+```bash
+bin/deploy:rollback [version-name]
+```
+Rolls back to a previous deployment.
+
+## Server Details
+
+- **Host:** `impress.openneo.net`
+- **OS:** Ubuntu 20.04 LTS
+- **Ruby:** 3.4.5
+- **App location:** `/srv/impress/`
+- **Deploy user:** `impress`
+- **Service:** systemd service named `impress`
+
+## Troubleshooting
+
+**SSH Permission Denied:**
+- Verify your SSH key is in `authorized-ssh-keys.txt` and `bin/deploy:setup` was run
+- Check key permissions: `chmod 600 ~/.ssh/id_impress_deploy`
+- Test with verbose output: `ssh -v impress.openneo.net`
+
+**Asset Compilation Fails:**
+- Ensure Ruby and Node.js/Yarn are installed
+
+**Deployment Permission Errors:**
+- Verify your user is in the `impress-deployers` group on the server
+- This is set up automatically by `bin/deploy:setup`