>>/2/
>  why should I trust free proxies


You probably shouldn't.  It's just a technique to be used in certain situations.

I have experienced anecdotal evidence that tor doesn't provide anonymity when doing this.

$ torsocks youtube-dl link/list

while I have annectdotal evidence that

$ proxychains youtube-dl link/list

Goes un noticed when I chain 3 additional proxies from different countries.  

I'm not going to explain what that evidence is.   

My idea is to mess these surviellence analyzers up with randomness, and come from vectors that they aren't watching/expecting.  

The list of exit nodes is published.  I assume all traffic from entry and exit nodes is monitored. I also assume that deanonymization is happeinging by correlating bit rate on each end, and by correlating bit rate or some other information when you hit a prism service like youtube. Youtube has got to go. 

I go Tor -> proxy1 ->proxy2-> proxy 3-> target.


The proxies die after about 2 days to a week so its more work to go and collect more fresh proxies and to test them.  I've been lazy over the last 2 months and have just been using tor to target.  I really need to refill my proxies. 

Just my 2 cents, I'm no expert.