Well we're on page 5 so I guess it's time I contribute my own best job.
I have enjoyed all the jobs I had except working the KFC drive-thru in high school and perhaps the Navy (conflicted about it).I did really dig my job in the Navy but as I mentioned my first and only boat was cesspit of negativity and I was ready for a change of scenery.
After the Navy I was a Controls Technician working overseas in shipyards, commissioning the drill floor equipment on new-build drill ships (Top drive, pipe racking system, Driller's cabin, Draw Works, etc.) and that was awesome. I learned a lot in a short time. The work was interesting, my coworkers... also interesting, and I Made six figures at $15/hr. Great gig for a single guy. So I got married.
Then I was a Maintenance Electrical Technician in a Wire & Cable plant. Pay was decent, atmosphere was relaxed, Employer was awesome, gave me more freedom than I could have reasonably expected. I asked, and they started letting me retrofit old machines on the night shift, replacing aged DC motors and drives with AC motors and VFDs, gutting old cabinets full of relays and installing/programming PLCs. After a while they stopped assigning me PMs and this became my whole purpose. I loved it. I did that for a year it occurred to me "this is technically Engineering" so I asked for an Engineering role. They said "not without a degree" so I gave two months notice. I said "I'll be back in 4 years with a degree," left on good terms.
Moved my wife and 2 kids into a spare bedroom at my mother's house and went to college full time on the Post-911 GI bill. To get the full benefit of the GI bill you have to go to school full time, hence why I quit my job. I had been led to believe that full time college would be so demanding of my time that I wouldn't be able to maintain a full time job. This piece of canned advice is something that I can only assume is meant for consumption by kids fresh out of high school who haven't experienced real life, because school only took 30-40hrs/week and I was used to putting in 60-80hrs/week (and no stranger to 100+ hour weeks). I got bored after a couple of months. So I started my first LLC so that I could go back and do work for my previous employer as a vendor while in school, since they wouldn't let me come back on a part-time basis; full time or no time. Ended up picking up other clients too. After 1 year in college my LLC was making me more money than an Engineering degree would have, so I quit the college I was attending for free, moved out of my mom's place, and went full time self employed.
That lasted about a year (a glorious, empowering year) and then work dried up over night, so I took a job with a much larger competitor. They presented me with a non-compete agreement which I naively (stupidly) signed, which restricted me for a period of 2 years from time of separation, from working in the same state in the same role (Field Service & Field Engineering, Industrial Controls) and from speaking to any of their clients. I spent almost 2 years there and it was fun while it lasted but then they stole my personal property (long story) so I quit on the spot and was immediately hired as a Controls Engineer by a prior client who had left the company in which he had been my client, and was working for a subsea technology startup. My attorney said it was safe, not in conflict with the non-compete. Pay was excellent, I already knew some people there, atmosphere was relaxed, whe had good team, everything was cool except for the fact we all eventually realized that we were working for a vaporware company run by a Norwegian con man, and none of the awesome stuff we were designing would ever move past prototype. He would not allow any of the tools to actually go offshore and do work, finding reasons to squash every job that our sales guy found. He just wanted to dangle impressive-looking products in front of investors and get funding which he ferrerted away overseas.
I stayed there long enough to ride out the non-compete and then started another LLC. I've maintained that LLC for the past 5 years. The first 3 years were amazing. I was working for my self, in control of my own destiny, making more money than I ever dreamed I would, and feeling like a king. I paid off all my debts (except the mortgage) and started saving up. Then once again business dried up over night and I went 6 months with no work, burned up every dollar I had saved, and started going back into debt.
I was once again getting desperate enough to take a "real job" so I reached out to one of my clients for whom I had started a large project but that they had paused. I told them "now would be a good time to un-pause this project because if you wait any longer I'll be working for someone else and I won't be able to finish this for you." They said "well why don't you just come to work for us?" I said "ok." They hired me with the same Controls Engineer title that my last employer bestowed.
I only intended to work there temporarily. The operation was not at all interesting to me (logistics company, packaging and shipping plastic pellets) and I expected to be depressingly bored within the first month. But that never happened. I'm still with that company 3 years later and I have to say this is my favorite job. I am left to my own devices, free to exercise my creativity. My office (usually vacant) is at a different facility from my boss and I only see him 2 to 4 times per month. I work from home most days unless maintenance has a troubleshooting endeavor that's over their heads and calls me in to fulfill my collateral duty, or if I'm onsite to commission a new project. I am given exciting challenges and allowed to solve them by whatever means I desire. Nobody asks questions about my purchases. Nobody asks what I'm spending my time on. Nobody asks me why I did a thing this way and not that way. The results I deliver are sufficient evidence for those who matter, that my paycheck is justified. People ask for my input and (usually) act on my suggestions. I feel like a respected and valued member of a very efficient team. The salary isn't the highest I've ever had, but it's more than sufficient considering the above and the following:
When I hired on I made it clear that I would not sign any non-compete or any other document by another name which restricts my ability to maintain my LLC and/or continue working on the side. They didn't have a problem with that as long as I didn't give any of their trade secrets or IP to their competitors, and I never had any other clients in this industry, so I had no qualms about signing an NDA related to that. Other than that I've had total freedom.
I have been working on the side this whole time, after hours and on weekends. I have gained new clients, more work, and at times enough work that juggling the two endeavors borders on unmanageable. Funny thing, it seems to come in waves; I will go for days with no calls and then the phone starts ringing off the hook just around the time I start a big project at the day job. One week I'll put in 40 hours and the next I'll put in a combined 120hrs.
A lot of my work is emergency call-outs. Clients might be losing thousands of dollars per hour with a production line down. They want someone onsite ASAP and when I have to tell them "sorry, I won't be able to get out there until after 5PM" (because I'm at my "real job") they will naturally call a competitor, and next time they need service, they will probably call whoever came out last time. I'm losing out on a lot more than my my hourly rate by turning down these calls, and every time I have to do it, it's very stressful.
After the last big wave of work, I approached my boss about returning to our previous client-vendor relationship. I explained the problem juast as I did above and expressed how much I do love my job here, but that a little piece of me dies every time I can't respond to these emergency call-outs. I said explained that from my perspective, returning to our previous relationship was the only way I could set priorities and still deliver what he is paying for. He declined my proposal. His response was that as long as I continue to deliver the level of work that he has come to expect from me, and that emergency situations at my day job take precedence over anything else, he doesn't care how I spend my time. I'm salary so there is no real "on the clock." I can do my "day job" at night if that's what it takes. He assured me that there is no conflict in me being somewhere else during normal business hours as long as there is no decline in my performance. He even doesn't care if I leave the state for a week to commission new equipment for one of my European OEM clients (as long as I'm available to offer tech support to our maintenance team, and fly back immediately if it can't be resolved over the phone).
This is more freedom than I feel I have any right to expect. I even feel a little guilty availing myself of it. But, the man said I can, so... this is just awesome. I couldn't ask for more. I've never asked for a raise and probably never will as long as this arrangement is maintained. The freedom is worth so much more than money to me.
And that's my story about my best job. I do love money, but I value the freedom even more.