How to unblock websense

A story from long ago in 2001-2002 after being on the job for a few months at a public school. When I started, we had some poor Windows-based firewall/proxy/content filter all rolled into one. It was very ineffective and the filter could easily be bypassed. Teachers even told students how to bypass it.
After explaining the issue to my boss and super, it was decided that we needed to get a real firewall and filter. I ordered a Cisco PIX and Websense for the filtering that couldn't be bypassed by simply removing the proxy settings in the browser.
I did plan installation on President's Day when school was not in session. I sent out emails to the 12-month staff about some scheduled downtime to implement the solution and I'd try to get everything configured and ready and then pop it inline hoping to keep downtime to 15 minutes or less. Not a single pushback from anyone about the downtime. I thought to myself that end-users are really nice at this new school.
At my previous school, President's Day remained a workday for 12-month employees. At this school, it was a holiday. There was not a single person around all day but myself. I could have taken all the time I wanted.
Bonus: The nice ended when people came in the following day to find a legitimate content filter in place that they couldn't get around. I got many emails and in-person visits from both students and staff whining about the filter.
Some though did use the request for review and to unblock that was displayed on the block page. One teacher threatened to have my manhood removed if I didn't unblock his bikini babe of the day website. He didn't realize those requests and comments came to me too. He did shortly afterward.

In keeping with my tendency to share these stories immediately when I'm reminded of them, I must confess that I posted this once already as a comment in /gaming without even thinking of you guys. Sorry about that.
What follows is a story that comes from my first few months at [medium-sized company]. I previously posted here to tell a story about the time I poisoned a user, and another story about that time I stealthily upgraded users to Windows 7 by moonlight (now with a working post).
So anyway.
I was a tier 1 phone jockey and this was my first “adult job” after college, so you can imagine how surprised and nervous I was when one day I get an email with the subject line “FWD: DISABLE FACEBOOK NOW!!”
It was written just like that- in all caps, two (or maybe three) exclamation points. Inside, there was a long message chain containing an extended rant from our marketing executive (MKT), sent to the CEO, replied to, forwarded to the CIO, replied to, forwarded to my manager, and then kicked down to me with no explanation.
My manager did this kind of thing a lot- rather than open a ticket in the ticketing system he insisted we use a certain way, or explain anything in his emails, he would simply forward us an email chain of a conversation he’d been having with some store or department manager, some executive, or some vender, and we’d have to read through all of it to figure out what he wanted.
This email was one of those. And since it had come from people up the chain from him, I had to read through all of his pathetic groveling and deferential boot-licking to reach the part where he made his unqualified promises about what I’ll do in how much time.
Eventually, I surmised the following:
-MKT is upset that his employees are spending work time on social media.
-He has decided that this is all IT’s fault.
-He wants social media "disabled on ALL computers."
-He sent this complaint to the CEO, because it’s not good enough to contact IT and open a ticket to get something done, he has to try to get someone fired while he’s at it.
Okay, fine. We actually had Websense, so I wrote up a ticket, opened up the admin console in Websense, and added Facebook’s URL to the blacklist. Done and done.
I reply-alled to the message chain and let the executives know that we’re good. Immediately I got hammered with replies from the CEO, my manager, and MKT (who had made the request). They all wanted to know why I disabled Facebook on their machines.
Exercising all the restraint I had, I apologized and explained that when they said “disable Facebook on ALL computers” I didn’t realize that they meant for there to be exceptions to the rule.
I grabbed one of our Tier-3 guys and he helped me set up MAC filtering in Websense. We made a group for the executives and managers to be excepted from the social media blackout, and then blocked twitter, instagram, and all the other common social media sites while we were at it.
Thinking the issue has now been properly dealt with, I updated the executives, who seem placated, updated the ticket, and then closed it.
15 minutes later, a red-faced young woman (SMM) appeared in the IT office. She’s from marketing and was upset because she couldn’t reach Facebook or Twitter. I gently explained that those had just been blocked at the request of her department’s exec.
SMM: “But you’re NOT supposed to block ME! I’m a social media manager! It’s MY JOB to be on FACEBOOK. NOW I CAN’T WORK!”
Me: “Oh. Hang on.”
I placed a quick speakerphone call to MKT and got his admin assistant (AA).
AA: “MKT’s office.”
Me: “Yeah, can I speak with MKT? It’s about the Facebook blackout he requested.”
AA: “Ooh yeah, he’s pretty upset about that.”
Of course.
Me: “Can I speak to him?”
After a minute, she got him on the line.
MKT: “Rathwood! Glad you finally got it right.”
Me: “Sir? SMM is in my office right now.”
MKT: “So? Tell her to get back to work.”
Me: “Sir, she can’t. She says it’s her job to run the company’s social media pages and she can’t work now because of the block. Do I have your permission to unblock her?”
MKT: “...”
Me: “...”
MKT: “You mean we’re paying someone to be on Facebook?”
Me: “...she works for your department, sir.”
MKT: “Unblock her for now, and tell her to come see me in my office.”
Me: "Okay."
Okay.
I turned to look at SMM, and she was already walking out.
ME: “Hey- are you alright?”
She turned back to me.
SMM: “I’m fine. This is the third time this month that dinosaur has forgotten that I work here. I’m used to explaining my job to him.”

Hello. I just wanted to comment on the recent piece on YouTube. I currently work in an IT department (not at the NY Capitol), and one of my responsibilities is maintaining and administering the Websense filter.
I just want to give a little background on how these devices work and what actually might be going on for the viewer who works at the Capitol. These filters contain a database of websites, and places them in categories (such as Streaming Media, Entertainment, Religion, Adult, etc.) An organization may say that they want to block the category of streaming media as a whole, but allow sites that they know are legit, like YouTube, and apparently...the InfoWars site. In that case, the Websense admin has made an explicit exception in the filter for those allowed sites, while all other sites categorized as Streaming Media will be blocked.
My point is that it may just be that someone requested to IT that InfoWars be unblocked at the Capitol, and no one has requested the same of the David Pakman show website. Perhaps that's all the viewer needs to do.
Mind you, the Websense message shown on the show says that it was the davidpakman.com website that was blocked, NOT YouTube. That means that the show itself is not blocked, the viewer can watch directly on YouTube.
Anyway, a bit rambling but I wanted to point out that the viewer may think that this is an issue of censorship, while it is more likely,in my opinion, to be an issue of technical controls that can be changed.

First things first - this is not really my niche so I apologize if I'm posting in the wrong area or perhaps you guys have seen this question asked over and over. I have scoured the web, scoured Reddit and I have yet to find a viable answer to my question. I'd really like some help.
So basically I am stuck behind Websense at work. I used to use Ultrasurf to bypass it and that worked for a few months. Ultrasurf no longer connects. I've tried every VPN extension in Google Chrome apps, I've tried Foxy Proxy, nothing.
It's just ONE site (that is completely innocent, but something I enjoy and would like to enjoy during my downtime at work) that I want access to. Here's the basics:
NO proxy works. Doesn't matter how new it is. Websense sniffs it out ASAP.
Anything with the cmd command prompt thing, doesn't work.
Blocks it with the IP trick, it can see the website still.
Blocks it if I try to use a translator of some sort.
Ultrasurf won't connect anymore. Freegate is a nope as well.
I cannot install any program such as TunnelBear, anything that requires install is met with an admin password.
I don't have an internet provider at home to leave on for a VPN. Not that any of the VPN things from Chrome even works. Not that I know how to set that up anyway, but if someone could explain it to me I could do it (if it actually works).
I have no idea what HTTP tunneling is, but I've read that doesn't work either. I've heard of something called a squid proxy, but I don't know how to go about that.
I am not allowed to have my cell phone with me in work, so anything on that I can't do either. Unless it could read it from thousands of feet away out in the parking lot.
This is the monster of all filters and I'm almost in tears with frustration. I just want that one site. That's all I want. And it's labeled "games" - so simply requesting it to be unblocked will be met with a "heh, fuck you" from IT.
Is there ANY way around this filter? Can someone help me figure this out? I've spent the last few weeks researching and I've come up with nothing that will work so far.
If you're not comfortable posting what works for you here, then feel free to pm me. I understand if you've found a way around it that you don't want it out there for the Websense guys to see and snuff out.
Like I said, I'm sorry if this topic is run down or I'm posting in the wrong place. But I would really, really appreciate any help that gets me around this filter. If I see that block page pop up one more time on my screen I may go Office Space on it.
Edited for grammar.

I have read some of the previous posts on the subject and find that since IT is such broad field there are many different paths people can take. I feel I want to share some back story just to give an idea of my current knowledge of computer and IT systems. Ultimately I would like to end up in a job as a sysadmin at a school (this is by far a small step forward in the direction I would like to take my career in IT. However it is a good stepping stone to better jobs, there is also a nostalgia factor where I would like to see the other side of the story, but more on that later).
Ever since I was a kid I was interested in computers, pulling apart old ones to see how they work and that sort of thing. As I got into highschool I started teaching myself about networking, very basic level stuff but still, by grade 9 I was fluent in the ways of running wireshark and pulling files from it, or recovering deleted stuff from hard drives (I got really good at this over the years all the way to the point of recovering completely corrupt drives, basically as long as I didn't have to open the drive to repair it, then I could do it.). Starting grade 10 I scripted my own .bat file to run from a USB autorun which would collect stored passwords and some basic computer info, I later found this was done also by Hak5 and so I got theirs which got me the WPA2 wifi password for the school (they had restricted to only library laptops and teachers laptops).
After that I really got into Hak5 absorbing what info I could. I then found Backtrack 2 and started having fun. After a quick ARP attack of the traffic between the main server and the internet filtering server called websense, I got the admins username and password. Turns out any time a teacher logged into the teachers network drive, in order to grant read write access to the network drive the sysadmins username and password was used (yes rather than create user groups or even a dummy login user, he used his own full access login credentials). I continued my ARP attacking over the next few weeks, collected a good portion of the schools personal usernames/emails and passwords. Not once was I ever suspected of doing anything, despite almost overloading the websense server (was trying to unblock myspace and hotmail to get more passwords. I really would have loved to see what was going on in the IT room for those years I was there.
Academically I wasn't that amazing mostly Bs with physics at A- but Maths B i was only just passing (combination of awful teaching and I stuck at derivatives), and my most hated yet most enjoyed class IPT (information processing technology, god knows why they would call it that instead of just IT but okay). I loved the content of the class. Had a blast finishing a 3 person group VB(6 i think) assignment in 2 weeks and spending the next 1/4 of the year playing quake. But the teacher, he hated my guts, no idea why, but he did. After handing over the assignment we were instantly accused of 'cheating and copying code from the internet' at the time I still had dial up at home (2009, don't laugh, my mother was a bitch), He gave one group member an A (he did the entire Load save module on his own and stamped his name on it, he deserved it he was great) but gave myself a C, I went and asked why and got a bunch of bullshit, I asked for it to be remarked by a different teacher, I was denied as the only other IPT teacher had just retired and there was no one else in the school that could understand Visual Basic. I was furious but there was nothing I could do so I started cheating in order to pull my grades up, just logged in and grabbed the exam ahead of time, saved answers in graphics calculator.
After school I went to study IT in uni, dropped out after 6 months, spending 2.5 hours on public transport both ways for a 1 hour lecture was driving me insane. I got a job working in retail to support my technolust tinkering with parts, building PCs for friends, building my own small server, things like this. When I started it my little server was an EEEPC a friend gave me after having to send it back for a number of problems, this time a dead screen, so i took it and installed windows server to run as a headleass file and printer share server (it's now a raspberry pi for the power saving).
Currently in my job as a retail assistant, I do odd jobs around the store: replacing lightbulbs, repairing shelving and I get call over any time there is a computer problem before they call our IT department. And this is where my problem begins. Our IT are morons, the lot of them. They don't know half of their own system, or its capabilities. We have handhelds for stock checks, i called up as i had lost network signal as it was uploading my data and what do I do to recover it, I was told its not recoverable to to start again, after a soft restart i found a feature to reupload which then saved me about 35mins worth of work. We also have an issue with our back office computer where when a manager was typing out an email the browser would loose window focus and instead of typing the computer would beep (the one I instantly recognised as the 'you're typing into nothingness' sound) I reported the problem to IT on the managers behalf ("you know what it is, and know their lingo"), a week later no change no response, so I investigate myself, next time it happens i hit alt-tab and find a hidden window with nothing in it , i find the name of the culprit software. It's the EFTPOS keypad control software, and i figured out its schedule, runs ever 4:30 mins and spends 30 seconds holding window focus before closing. these computers dont have EFTPOS machines attached so it must be the cause since the others dont do it. I report the name of the software get the reply "Huh, never heard of that software". 3 months on and still no fix.
So Reddit, I feel like even with my limited schooling and zero official qualifications that I may be more qualified than our IT department is. I have always had an interest in IT, and really always planned to get into sysadmin (and then branch out into system security). I have just always felt like even though I know a bit about all of these different parts of how network systems work, but I am unsure as to how it translates to real world skill, I am worried I will be asked a question about some piece of hardware I have never come across that should be common knowledge for anyone formally trained in the field. I'm just not sure where to go from here. I guess my biggest fear is deadlines, if I have no set completion time I work really well and efficiently, but once I have a deadline I just get stressed about not making said deadline and therefore usually end up finishing just after the deadline where I would have finished quicker than that.
TL;DR: As someone who is good with computers and networking but not formally trained how do I get into the field of being a sysadmin, what should I read, should I look for work straight away and hope for training on the job?
(sorry for the wall of text)