Was to overwhelm the NSA watch list with software engineers.

I'm reminded of a Usenet campaign in the mid-late 90s, adding hot terms to sigs.

Software engineers are already on the NSA exploit-their-hardware-so-we-can-insert-backdoors list.

Sad but true :(

But not, at least, on no-fly lists.

I always use a VPN so I am not worried about my IP address getting listed somewhere but I only hope Google does delete my search history... Yeah I'm on that list now.

Many VPNs do actually leak your IP address. Beyond that, your VPN traffic could be associated with your billing information for said VPN. Also by coresponding the traffic to the VPN and coming out of the VPN. Or if you have any personal information associated with your Google account or have ever accessed it with an IP associated with you.

Look out the window. They're in the ice cream truck.

"your VPN traffic could be associated with your billing information for said VPN" - that's why I asked a friend from a completely different country to sign up for me (we are good friends with high technical prowess and he knows what he's up to).

Does he have high tolerance to torture or are you kind enough to let him give out your name as soon as someone scary asks? :)

In other words, I don't think your solution is very good. It might delay things a few minutes or hours at best.

Thats why hypothetically it's best to use one accepting a bitcoin payment and then fill in the other details from a fake name generator.