If your device is correctly connected via USB with MyDrive Connect running (using the same email and password on MyDrive Connect, MyDrive Web,
and on your GO 60 device), the POI will transfer
without using your phone. That is how I update POI files on my GO 600. For the following, be sure you are using the same email/password for all 3 steps. We will take this step by step, assuming nothing has yet been configured.
Hook up your 60 via USB,. MyDrive connect should appear automatically. When it comes up, be sure that you are logged in with the correct email and password (the email shows in the upper right corner)
On your GO 60, go to Menu / TomTom Services. Make sure that "MyDrive" shows "Activated". If it does not, click on it and make sure your email is correct, and enter the password, and press "Log in".
Once your 60 shows "Activated" for MyDrive, go ahead and back out of the menu system on your 60.
Now, bring up MyDrive Web
https://mydrive.tomtom.com/en_us/
Make sure you are logged in with exactly the same email and password that you have used on your 60. Again, the matching email should appear at the top right.
Click the third icon down in the selection on the left for "My Places".
Click on the 2nd tab over for "POI FILES"
If any files appear there, click on them and then hit the trash can over to the far right of the POI file entry (not normally needed, but just in case ...)
Click on "IMPORT POI FILE" and select your *.ov2 file.
START WATCHING THE FACE OF YOUR 60. It should indicate that a new place is being added.
Click OK on MyDrive Web when it asks about syncing.
Now your 60S should have a new POI file under My Places.
FWIW, I just followed those steps myself to make sure nothing had been forgotten, and I got the green bar at the top of my 600 indicating that the new item had been added.