Managing Multiple Raspberry Pis? How to Update Remotely with Raspberry Pi Connect OTA @Caroline
Managing Multiple Raspberry Pis? How to Update Remotely with Raspberry Pi Connect OTA  @Caroline
Uploaded May 2026 | Updated September 2026, 1 week ago
In this tutorial, we will leverage the powerful new "Remote Update" feature in Raspberry Pi Connect. This is a total game-changer for anyone managing multiple devices—whether it's a smart home setup, a fleet of robots, or remote sensors. This project goes beyond simple SSH commands; we are setting up a professional-grade Over-The-Air (OTA) deployment system that works even if your devices are currently offline.

One of the coolest parts of this setup is the "GitHub Workaround." Hosting update artifacts can be tricky if you don't want to manage AWS S3 buckets or public web servers. I’ll show you exactly how to use a forked GitHub repository to host your update files and generate the public links and checksums needed to push software—like OpenCV or custom Python scripts—to your entire fleet with just one click.

Whether you are a woman in STEM, a tech mentor, or a DIY enthusiast, this tutorial will help you move from managing one Pi to managing a professional fleet with zero hassle.

Hardware Used in this Video:
Raspberry Pi 5 - amzn.to/4swDrDK
Raspberry Pi 4 - amzn.to/4sk8MK1

Book: "A Woman's Guide to Winning in Tech" - amzn.to/3YxHVO7

The links provided are affiliate links in which I may make a small commission but doesn't affect the price that you pay. This helps to keep my channel going to produce content for you.

Resources:
Raspberry Pi Connect Setup: youtu.be/rvCaN1PSKY0
My GitHub Repo for OTA: github.com/carolinedunn/RemoteOTA-RPiConnect
"New: Remote updates on Raspberry Pi Connect". Raspberry Pi News. raspberrypi.com/news/new-remote-updates-on-raspberry-pi-connect
Raspberry Pi Connect Dashboard: connect.raspberrypi.com/sign-in
Raspberry Pi Lite Set up: youtu.be/Bc5-YrZH4C4
Raspberry Pi Zero W without a Monitor or Keyboard/Mouse: youtu.be/gTqhIItQHSk 

Troubleshooting Help: If you are unable to get this project to work, rewatching the video more closely usually clears up 99% of errors. If you've gone through it and would like direct 1-1 help, you can book a live session with me here: fiverr.com/s/bd1kl6m

Timestamps:
0:00 - Remote Update OTADemo
0:42 - Introduction to Raspberry Pi Connect Remote Updates
2:00 - Caroline Intro
2:33 - Prerequisites and Fleet Overview (Pi 4, 3, and Zero)
4:10 - Why OTA? & Traditional Updating
5:13 - Remote Update Demos
6:17 - Creating an OTA Artifact from Scratch
7:51 - Building the Package with OTA Maker
8:31 - Testing the Public Link and Generating Checksums
9:21 - Registering Artefact & Deployment: Updating an Online Device
10:13 - Setting up OTA on a New Device - Raspberry Pi OS
13:45 - Setting up OTA on a Raspberry Pi LITE
15:14 - The GitHub Workaround for Public Hosting

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📘 A Woman’s Guide to Winning in Tech
If you enjoyed this video, check out my book, A Woman’s Guide to Winning in Tech.
This book blends sharp humor with practical career strategies to help women navigate tech on their own terms—without changing who they are.
Available on Amazon, Bookshop.org, Barnes & Noble, and IngramSpark.
Learn more: winningintech.com
Follow the book:
Facebook: facebook.com/winningintech
Instagram: instagram.com/winning.tech
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Managing Multiple Raspberry Pis? How to Update Remotely with Raspberry Pi Connect OTA

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