The update to the newest iOS for my first gen iPad Pro keeps failing to install and I don’t understand why

Whether or not you are able to update any iPad to a newer version of iOS/iPadOS will be dictated by the iPad model - and the currently installed version of iOS. You can find this information here:

Settings > General > About

Not sure which iPad you have? Identify your iPad model.

Here is a list of the highest version of iOS supported by the older models of iPad (for simplicity - “generations” are shortened to a number) that are restricted in their ability to be updated:

32-bit devices

iPad1 - iOS 5.1.1

iPad2, iPad3 and iPad mini1 - iOS 9.3.5 (WiFi Only models), iOS 9.3.6 (WiFi & Cellular)

iPad4 - iOS 10.3.3 (WiFi Only), iOS 10.3.4 (WiFi & Cellular)

64-bit devices

iPad Air1, iPad mini2 and iPad mini3 - iOS 12.5.6

iPad Air2, iPad mini4 - iPadOS 15.7.1

Newer models are all able to be updated to the current version, iPadOS 16.1.1

• iPad Pro (all models)
• iPad Air (3rd generation and later)
• iPad (5th generation and later)
• iPad mini (5th generation and later)

If your iPad is capable of being updated to a more recent version of iOS/iPadOS than is currently installed, these support pages outline both the available methods by which the update can be performed - and troubleshooting should you experience difficulties:

Update your iPhone, iPad or iPod touch – Apple Support

If you can't update or restore your iPhone, iPad or iPod touch – Apple Support

If your iPhone, iPad or iPod touch won’t update - Apple Support

iOS update and restore errors – Apple Support

Be aware that while an iPad may be capable of update, in some circumstances you may need to use a computer to perform the update. You will need access to either a Windows PC (with iTunes installed) or a Mac (with iTunes or Finder - as appropriate for the installed version of MacOS). Ensure that your installed version of iTunes has been updated to the most recent version; the essential device drivers are included.

Download and use iTunes for Windows – Apple Support

Update to the latest version of iTunes – Apple Support

Update software on iPhone, iPad or iPod touch in iTunes on PC - Apple Support

You should note that for your iPad to install an available update, its battery must be charged to at least 50% capacity - and/or be connected to its Power Adapter. Similarly, the iPad can only be updated over a standard WiFi connection - or be updated by a PC or Mac using iTunes or Finder - over a USB connection.

What iOS/iPadOS version is this iPad, currently, running?

What is the rated, internal data storage space/capacity of your iPad model and how much of this free, internal data storage capacity is left inside of your iPad model?

All of that additional info can, also, be found in the Settings app, General settings panel, About.