diff --git a/.pythonstartup.py b/.pythonstartup.py
new file mode 100644
index 000000000..717cffd9f
--- /dev/null
+++ b/.pythonstartup.py
@@ -0,0 +1,47 @@
+import os
+import sys
+import atexit
+import readline
+import rlcompleter
+import traceback
+from pprint import pprint
+
+
+readline.parse_and_bind('tab: complete')
+history_path = os.path.expanduser('~/.pyhistory')
+
+
+@atexit.register
+def save_history():
+    readline.write_history_file(history_path)
+
+
+if os.path.exists(history_path):
+    readline.read_history_file(history_path)
+
+try:
+    import cherrypy
+    import sideboard
+    from uber.config import c
+    from uber.models import AdminAccount, Attendee, initialize_db, Session
+
+    initialize_db()
+
+    # Make it easier to do session stuff at the command line
+    session = Session().session
+
+    admin = session.query(AdminAccount).filter(
+        AdminAccount.attendee_id == Attendee.id,
+        Attendee.email == 'magfest@example.com'
+    ).order_by(AdminAccount.id).first()
+
+    if admin:
+        # Make it easier to do site section testing at the command line
+        cherrypy.session = {'account_id': admin.id}
+        print('Logged in as {} <{}>'.format(admin.attendee.full_name, admin.attendee.email))
+    else:
+        print('INFO: Could not find Test Developer admin account')
+
+except Exception as ex:
+    print('ERROR: Could not initialize ubersystem environment')
+    traceback.print_exc()
\ No newline at end of file
diff --git a/Dockerfile b/Dockerfile
index abb938f1c..2864f78ae 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -15,6 +15,8 @@ ADD uber-development.ini.template ./uber-development.ini.template
 ADD sideboard-development.ini.template ./sideboard-development.ini.template
 ADD uber-wrapper.sh /usr/local/bin/
 RUN chmod +x /usr/local/bin/uber-wrapper.sh
+ADD rebuild-config.sh /usr/local/bin/
+RUN chmod +x /usr/local/bin/rebuild-config.sh
 
 ADD . plugins/uber/
 
diff --git a/docker-compose.override.yml.template b/docker-compose.override.yml.template
index 32b6c3938..3f6cfa2a9 100644
--- a/docker-compose.override.yml.template
+++ b/docker-compose.override.yml.template
@@ -3,40 +3,60 @@
 # 1. Download all plugins into one root directory; multiple event plugins can live side-by-side
 # 2. For each event you want to develop for, create `development-EVENTNAME.ini` in this directory
 #    where EVENTNAME matches the name of the event plugin. The new file does not need to contain anything.
-# 3. Copy this file to docker-compose.override.yml
-# 4. Run `docker-compose -p EVENTNAME up -d`
-# 5. Run `docker exec EVENTNAME-web-1 /app/env/bin/python /app/plugins/uber/make_config.py --repo https://github.com/magfest/terraform-aws-magfest.git --paths uber_config/environments/dev uber_config/events/EVENT/YEAR`
+# 3. Copy this template file to docker-compose.override.yml
+# 4. Run `docker compose -p EVENTNAME --profile dev up -d`
+# 5. Run `env CONFIG_CMD="/usr/local/bin/rebuild-config.sh git EVENT YEAR" bash -c 'docker compose -p EVENTNAME exec web $CONFIG_CMD exec celery-worker $CONFIG_CMD exec celery-beat $CONFIG_CMD'`
 #    where EVENT is the config folder name (e.g., `stock` not `magstock`) and year is the config year (e.g., 2023)
+# 6. Run `docker compose -p EVENTNAME restart`
 #
-# Repeat step 5 whenever you want to reset your config to the git repo
+# Repeat step 5 whenever you want to reset your config; it will pull from uber-development.ini.template, then the git repo
+# When you want into the Python REPL, run `docker-compose -p EVENTNAME restart python-repl && docker attach EVENTNAME-python-repl`
+
+x-dev-volumes:
+  volumes:
+    - &extra-plugin-1 $PWD/../covid:/app/plugins/covid
+    - &extra-plugin-2 $PWD/../${COMPOSE_PROJECT_NAME}/:/app/plugins/${COMPOSE_PROJECT_NAME}
+    - &config-file $PWD/development-${COMPOSE_PROJECT_NAME}.ini:/app/plugins/uber/development.ini
 
 services:
+  python-repl:
+    container_name: ${COMPOSE_PROJECT_NAME}-python-repl
+    build: .
+    volumes:
+      - $PWD:/app/plugins/uber
+      - *extra-plugin-1
+      - *extra-plugin-2
+      - *config-file
+      - $PWD/.pythonstartup.py:/app/.pythonstartup.py
+    stdin_open: true
+    tty: true
+    environment:
+      - DB_CONNECTION_STRING=postgresql://uber_db:uber_db@db:5432/uber_db
+      - PYTHONSTARTUP=/app/.pythonstartup.py
+    command: ['/app/env/bin/python3']
+    profiles: ["dev"]
+    stop_grace_period: 1s
   web:
     extends:
       file: docker-compose.yml
       service: web
-    # Uncomment the environment settings below to automatically pull config from a git repo
-    # This will ALWAYS UNDO any local changes you make to development.ini
-    # Be sure to set your UBER_CONFIG_EVENT and UBER_CONFIG_YEAR env variables to match the folders in your git repo
-    #
-    #environment:
-    #  - UBERSYSTEM_GIT_CONFIG=https://github.com/magfest/terraform-aws-magfest.git
-    #  - UBERSYSTEM_GIT_CONFIG_PATHS=uber_config/environments/dev uber_config/events/${UBER_CONFIG_EVENT:-super}/${UBER_CONFIG_YEAR:-2024}
     volumes:
-      - $PWD/../covid:/app/plugins/covid
-      - $PWD/../${COMPOSE_PROJECT_NAME}/:/app/plugins/${COMPOSE_PROJECT_NAME}
-      - $PWD/development-${COMPOSE_PROJECT_NAME}.ini:/app/plugins/uber/development.ini
+      - *extra-plugin-1
+      - *extra-plugin-2
+      - *config-file
   celery-beat:
     extends:
       file: docker-compose.yml
       service: celery-beat
     volumes:
-      - $PWD/../covid:/app/plugins/covid
-      - $PWD/../${COMPOSE_PROJECT_NAME}/:/app/plugins/${COMPOSE_PROJECT_NAME}
+      - *extra-plugin-1
+      - *extra-plugin-2
+      - *config-file
   celery-worker:
     extends:
       file: docker-compose.yml
       service: celery-worker
     volumes:
-      - $PWD/../covid:/app/plugins/covid
-      - $PWD/../${COMPOSE_PROJECT_NAME}/:/app/plugins/${COMPOSE_PROJECT_NAME}
\ No newline at end of file
+      - *extra-plugin-1
+      - *extra-plugin-2
+      - *config-file
diff --git a/docker-compose.yml b/docker-compose.yml
index 9df7d5cfd..085f5596b 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -1,15 +1,25 @@
 # docker-compose for development of ubersystem
+x-uber: &uber
+  build: .
+  environment: 
+    - &uber-db-connect DB_CONNECTION_STRING=postgresql://uber_db:uber_db@db:5432/uber_db
+  volumes:
+    - $PWD:/app/plugins/uber
 
 services: 
   web:
-    build: .
+    <<: *uber
     ports:
       - 80:80
     environment:
-      - DB_CONNECTION_STRING=postgresql://uber_db:uber_db@db:5432/uber_db
+      - *uber-db-connect
       - PORT=80
-    volumes:
-      - $PWD:/app/plugins/uber
+  celery-beat:
+    <<: *uber
+    command: ['celery-beat']
+  celery-worker:
+    <<: *uber
+    command: ['celery-worker']
   db:
     image: postgres
     environment:
@@ -25,18 +35,4 @@ services:
     environment:
       - RABBITMQ_DEFAULT_USER=celery
       - RABBITMQ_DEFAULT_PASS=celery
-      - RABBITMQ_DEFAULT_VHOST=uber
-  celery-beat:
-    build: .
-    command: ['celery-beat']
-    environment:
-      - DB_CONNECTION_STRING=postgresql://uber_db:uber_db@db:5432/uber_db
-    volumes:
-      - $PWD:/app/plugins/uber
-  celery-worker:
-    build: .
-    command: ['celery-worker']
-    environment:
-      - DB_CONNECTION_STRING=postgresql://uber_db:uber_db@db:5432/uber_db
-    volumes:
-      - $PWD:/app/plugins/uber
\ No newline at end of file
+      - RABBITMQ_DEFAULT_VHOST=uber
\ No newline at end of file
diff --git a/rebuild-config.sh b/rebuild-config.sh
new file mode 100644
index 000000000..882ab60d1
--- /dev/null
+++ b/rebuild-config.sh
@@ -0,0 +1,12 @@
+#!/bin/bash
+set -e
+
+# This will replace any variable references in these files
+# If you want to add any additional settings here just add
+# the variables to the environment when running this.
+envsubst < "uber-development.ini.template" > /app/plugins/uber/development.ini
+envsubst < "sideboard-development.ini.template" > /app/development.ini
+
+if [ "$1" = 'git' ]; then
+/app/env/bin/python /app/plugins/uber/make_config.py --repo https://github.com/magfest/terraform-aws-magfest.git --paths uber_config/environments/dev uber_config/events/$2 uber_config/events/$2/$3
+fi
\ No newline at end of file