Best ways to get pictures onto a program.

Take a picture with a phone and transfer the photo by cable into the computer (android and windows if microsoft still makes a phone OS)
Get a better camera and do the same thing. (this can be a cell phone with the SIM pulled so it can't call anyone, and you can disable Wifi on it as well so it is standalone other than cable)
Tablet and transfer by cable.

Might be a no go on the phone/tablet altogether though, depending on what your boss is referring to, though in the extreme, you would likely also have problems with the SDCard. Anything our congress can do to make us less profitable and unable to compete globally, they are there for you!

If he just doesn't trust email, is it because you are using a personal email on your phone (I'm presuming a phone since you are emailing pictures)?
If you put your company email on your phone with a 3rd party email client, do his concerns go away?
Personally, I'd be more concerned with your business email on your phone, but I don't know what he's exactly concerned with.

Webcam with a USB cord extension so there is no wireless communication?

If that's all a problem, you're going to have to go with the fixture builder thing, or have someone draw tooling into a CAD package with a model in it and do screen shots as Kingsld1 said.

Take a picture with a phone and transfer the photo by cable into the computer (android and windows if microsoft still makes a phone OS)
Get a better camera and do the same thing. (this can be a cell phone with the SIM pulled so it can't call anyone, and you can disable Wifi on it as well so it is standalone other than cable)
Tablet and transfer by cable.

Might be a no go on the phone/tablet altogether though, depending on what your boss is referring to, though in the extreme, you would likely also have problems with the SDCard. Anything our congress can do to make us less profitable and unable to compete globally, they are there for you!

If he just doesn't trust email, is it because you are using a personal email on your phone (I'm presuming a phone since you are emailing pictures)?
If you put your company email on your phone with a 3rd party email client, do his concerns go away?
Personally, I'd be more concerned with your business email on your phone, but I don't know what he's exactly concerned with.

Webcam with a USB cord extension so there is no wireless communication?

If that's all a problem, you're going to have to go with the fixture builder thing, or have someone draw tooling into a CAD package with a model in it and do screen shots as Kingsld1 said.