Since I haven't seen anyone really respond to your question about the Spyderco kit, I will answer that one for you.
Like you, I had a lot of trouble with my technique (although I don't think I ever managed to work on one long enough to leave it unable to cut cord), and I also came on here for help. I ended up bookmarking a couple threads, which you may find helpful, but I did end up buying a Sharpmaker. Out of all of my knife related purchases, that's the single best one that I made.
For starters, I learned that it REALLY matters what angle you're sharpening at. If you don't keep the angle perfectly straight, the edge just doesn't happen the way you want it to. That's why I could never get my knives shaving sharp, and I'd venture to guess that you're having the same problem. The Sharpmaker makes that much easier. You just have to keep the knife straight up and down, which is MUCH easier to see, and the rest of it happens pretty naturally. You can also sharpen serrated blades with it, so it's a handy thing to have. It's very easy to use, even if your technique sucks as much as mine did (and I gather yours as well).
I would definitely recommend getting the Diamond and Ultra Fine rods along with the main kit. You'll need the diamond rods to reprofile your edge, since otherwise it will take forever, and the UF will be great once you've refined your technique a bit. I got a knife shaving sharp on my very first try, so I think the learning curve is probably pretty quick.
While I agree that hand sharpening is a good skill to have, and I'm sure Richard J can put a crazy sharp edge on your knife, speaking from personal experience I don't think either is really your best option. Hand sharpening is very hard to pick up until you start getting a sense for sharpening, and the Sharpmaker will provide that sense pretty well. When you get the angle steady enough, and you can start hearing/feeling when you need to switch to the next step, you'll find hand sharpening much easier.
And while Richard J will put the best edge on your knife that you've ever seen, you can't really send in your knives to him all the time, and they'll last a lot longer if you know how to touch them up.
So, in short, ABSOLUTELY GET A SHARPMAKER. I highly doubt you'll regret the purchase.
http://www.bladeforums.com/forums/showthread.php/732635-The-first-sharpening