A little about me I am 35, married living in the Boston burbs and I have been working at a corporate helpdesk for a small retail company for 9 years at the helpdesk and am now considered a 'Senior Tech' which does not mean much other than a .75/hr raise so I'm at about $19/hr now.
I took this job after taking a PC Repair Cert course at BU and was ready to go but was told wait a bit longer they want to pay for it and well you guessed it quit waiting for them after a year or so and forgot a lot of the stuff needed to get A+, got comfortable, married, gained weight and I'm still here and I have to say I love the company and love my boss but all the comments about possible other positions at some point, extra training etc I can't help but think it's just not going to happen. No fault at all of my boss I don't think just another example of a company that runs around with their heads cut off and there is very little organization.
While working that job on my time off I tried to start building a website to sell stuff on ebay and after my site being up/down, up/down from three different webhosts I purchased my own $50/mo Cobalt raq3 and started to mess around with linux and running a web server and actually had a nice business going from 2003-2006 and was making about the same as I was at my day gig and then a lot of big players like GoDaddy and HostMonster started offering crazy packages I could not come close to due to the poor habit of hosts starting to oversell like crazy and it slowed down some, then a little more and now I'm going to be consolidating my five once pretty full servers to three to save money as new signups are few and far

I decided about a year ago to start looking into my options, I considered going to get a degree but I always did really bad in school and at that time my ADD had never been treated so I gave up on that idea because it does not interest me really (4 years of general studies) and a most of my friends and family who recently graduated were getting pretty low salaries across the board.
I realized I was a technical guy and I'm damn good at it and it would probably be my best option trying to get certified or learn something new being self-taught even if I do want to go for a degree someday having done so poorly in school I never really learned how to study at all and really make it a priority instead of doing it for a week and moving on to something else.
I considered web design for a while it would be perfect to go with the hosting customers but I think I lack a bit in the creativity department, I could probably finish some html/css training and do well but getting creativity and using PS will just never be my thing.
Then I considered PHP/mySQL development, I really enjoyed what I learned so far (The essentials pretty much) and still plan on becoming proficient with it but while researching salaries online saw a Linux Admin job at a web host about 40 miles south of me and said to myself 'Hey you could do that' and I probably could but the way I learned myself was 100% through a forum like this

I've setup dozens or servers both with and without hosting control panels and feel I have done a decent job at managing, monitoring and just in general babysitting things to make sure they run smooth and then I have a few major issues a year that require I get down to the nitty gritty and touch on something new.
So I know a lot about the running of things but no real shell scripting knowledge which a lot of people seem surprised about.
Since thinking about it I am fairly certain LPIC1/2 and maybe RHCE down the road. I now have been on ADD meds and as someone who used to have the motto 'I'll learn this with my own effort and determination and not a little pill' I can tell you my functionality is night and day

So I have been reading the latest Cybex LPIC-1 book and just trying to learn the best ways to study and take in the knowledge and train myself for a lot of the things I should have learned in middle school probably.
My question is how benificial is my running of web servers for 7 years now and what I do know to potential employers? My thought is if I go in with that plus a couple decent certs I may be able to land a half decent gig doing something I actually enjoy instead of playing helpdesk jockey 12 hours a day and maybe make a little extra cash to boot

Where this being the first time I have ever really needed to study or anything I am trying to give myself some goals and at the same time make them realistic. I was hoping to do 101 by August and 102 by New Years before I start working on LPIC-2 at the beginning of the year.
If anyone has made it this far thank you

and I promise I won't make all my posts this long just have a lot on the mind ya know?
I only work a couple days a week with very long shifts (14hr) and between you and me I'm probably actually doing something a few hours or less a day.
When I started and realized how easy this gig was, how awesome the shifts were (4 day weekend every weekend)

I would have probably bet you a million dollars I would never look elsewhere but looking back sitting stagnant all these years has done quite a job on me physically, mentally and just all around.
Thanks again for your patience and I'm sure you will be seeing me around a lot. Glad to finally be registered after guest browing daily for the past month or so