There are four main reasons that users see the "iTunes failed to load" (USB) or "No playlist found on computer. Check iTunes for error" (WiFi) error messages:

1. You have installed from iTunes from the Windows Store
2. There's an issue with UAC (user account control) / elevation (administrator)
3. There's a sequence issue between running iTunes & iSyncr Desktop
4. The iTunes registration on your machine is broken and needs to be repaired

Windows Store Installer

iTunes from the Windows Store doesn't register with the Windows communication service used by applications to speak to each other. We use that service for iSyncr to talk back and forth with iTunes.
To fix this:

1. Uninstall iTunes from the Windows Store.
2. Install of iTunes from the Apple website.
• Windows 64 Bit iTunes Installer
• Windows 32 Bit iTunes Installer
3. This will register iTunes with the communcations service so we can talk to each other.
4. Quit, then reopen iSyncr Desktop on your PC from your system tray

User Account Control or Elevation issue:

iTunes is being run as a different user than iSyncr Desktop (i.e. iTunes is run from account "Chris", where iSyncr Desktop is run as an "administrator"). This can cause a conflict in UAC (User Account Control) and cause communication to fail.

1. Close iSyncr Desktop (Right click, S icon - Quit)
2. Close iTunes
3. Right click on iTunes icon, select "Run as admin"
4. Right click on iSyncr from the "Start - Programs", select "Run as admin"

iTunes Registration Issue - Repair iTunes, run as interactive user:

• (Windows 7/8): Repair iTunes from "Programs and Features" by selecting iTunes and clicking "Repair" in the header.
  In Windows 10: Select Start - Settings - System - Apps & Features - iTunes - Modify - Repair.
  
  
  
• Reinstall iTunes from Apple
• Uninstall/Reinstall iSyncr Desktop
• Change iTunes to be run as an interactive user using the video below: