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I think doing the following will work (I suspect tar on your Rapsberry Pi is not automatically figuring out that the file is bz2 compressed):

tar xjf wing-debugger-linux-arm32-7.2.2.0.tar.bz2

However, it sounds like you are mixing up the manual debug setup and using Wing Pro's remote development feature, which would install this package automatically. Although you would need to set up an ssh key pair, it's probably easier to do that and use Wing Pro's remote development support. Instructions for setting up the ssh key pair are here:

https://wingware.com/doc/proj/ssh-setup-details-putty

This replaces entering your password every time you log in with storing your credentials in PuTTY's pageant ssh agent.

Then follow the instructions in the Raspberry Pi How-To in the section "Remote Development with Wing Pro":

https://wingware.com/doc/howtos/raspberry

I think doing the following will work (I suspect tar on your Rapsberry Pi is not automatically figuring out that the file is bz2 compressed):

tar xjf wing-debugger-linux-arm32-7.2.2.0.tar.bz2

However, it if sounds like you are mixing up the manual debug setup and using Wing Pro's remote development feature, which would install this package automatically. Although you would need to set up an ssh key pair, it's probably easier to do that and use Wing Pro's remote development support. Instructions for setting up the ssh key pair are here:

https://wingware.com/doc/proj/ssh-setup-details-putty

This replaces entering your password every time you log in with storing your credentials in PuTTY's pageant ssh agent.

Then follow the instructions in the Raspberry Pi How-To in the section "Remote Development with Wing Pro":

https://wingware.com/doc/howtos/raspberry