In Search Of: Imperfection
I love projects. I love the sight of freshly-hung drywall with hanging work lights and a haze of dust in the air. I love the sound of an engine firing for the first time in a decade. I love pickup trucks beside the road that “need TLC” or used tools “for parts or repair”. I even love walking through old buildings thinking about what updates and changes I’d make if they were mine.
One thing I love even more: getting something to the point of “near perfection.”
Because once I get something as close to perfect as possible I allow myself to move on to the next project. And as someone who loves projects, there’s nothing more satisfying than tackling something fresh and new without worrying about splitting time between multiple jobs.
As a project hoarder (I truly am…) I have enough stuff lined up in my head to keep me busy well past my death. But I’d be unhappy if I didn’t.
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So here’s the problem: I’m looking for a job as a Director of Technology (preferably in a school district). I’ve interviewed multiple times in the last few years and have actually made it to the final round three different times. Out of those three times, more than once I’ve called the potential employer up and requested that my name be removed from consideration after being given a tour of the facilities. See, here in upstate NY almost every school district has had extensive infrastructure and technology upgrades in the last few years. You walk into pristine server rooms, every piece of cable is labeled, there’s a wireless infrastructure able to handle 1:1 programs, etc.
It’s all too perfect.
I want to make a difference. That’s what drove me into education in the first place, and that’s why I think I went into technology. I went to a fairly prestigious technical & engineering university as a freshman and was literally the first guy anyone called when they had computer problems. I never advertised or asked for money… just loved being the guy who would walk across campus with poledit.exe (one of my many tricks) on a floppy disk and would walk out of the person’s room with a handshake and sometimes a cold beverage (preferably a Coke Classic). I probably could’ve made some serious cash that year, but never felt compelled to charge. I decided that I enjoyed showing people how to fix things just as much as I liked fixing them myself, so I went into Technology Education (and later Educational Technology).
Now I’m not sure what to do about this. I continue to volunteer at local businesses, doing all sorts of cabling and server work and setting up off-site backups amongst other things; some the small bits and pieces that I love tinkering with. But I really want to be able to lead a school district somewhere. I don’t want to walk in and have my largest issue be changing the bulbs in a projector or deploying the newest version of Paint.net to the school. I want a job that doubles as a long-term project… not one that’s simply maintaining the status quo. In the meantime I tell people I’m waiting for the “perfect job” to come along – which hopefully includes a lot of imperfection.
Anybody else out there have this “problem”? Is this normal? Do schools that look perfect have hidden flaws buried within?


Came here from your twitter page–I appreciate your authenticity, and you’re a good writer. The book “Four Hour Work Week” by Tim Ferriss immediately comes to mind. It’s easy to be put off by the title (even appropriate, I’d say) but the content of the book speaks better than anything else I’ve come across to the question you’re raising here: “I want a job that doubles as a long-term project.” I could write pages and pages in the comments about this book, but if you look it up on Amazon, you can read the first couple of chapters.
I’m deeply passionate about education as well (my own work is on innovation, creativity, and education) and we need more Tech/Ed people. Shoot me an email if you want to chat.
I think I am confused about the job you want. Are you looking to be the guy who keeps things running smoothly, a tech engineer, or do you also want part of your job to be assisting teachers in using and incorporating technology? In my district we have a tech director whose sole responsibility is to keep the network running. It is a full time job as our equipment is outdated and clunky, and he does not have a background in education. What I wouldn’t give, as a teacher, to have pristine, perfectly running equipment and a tech director with the time and knowledge to actually teach staff how to use it to make their teaching more relevant and up-to-date. To me, that is where you could make the biggest difference. And believe me, getting some staff members to embrace the tech would be enough work to keep you busy forever!