Hi, welcome! Don\'t worry, we\'re beginner friendly around here!

The barrel idea is certainly a good one, and it will work as well as what you put in it. Obviously, if you want to make yourself a Talisker or Oban or whatever then you\'re going to struggle without following their methods. The way I see it, you have a couple of options :
1) Use flavourings to try to \'fake\' the taste [tip, put a little of the real stuff in with each one and it works much better to fool the palate]
2) Make a neutral spirit or a simple whiskey and age it with wood chips or a barrel
3) Try to duplicate a \'proper\' whiskey at home
Now I\'m not saying number 3 is impossible, but it\'s probably a very frustrating way to start as I\'m sure there is a lot of trial and error. What I would do is concentrate at first on making good clean neutral spirit, with as little taste as possible. Once you know how to keep the taste OUT, you can decide when to leave some in which is part of making whiskey, etc. I may be stating the obvious, but this means learning to make cuts. With your neutral, you can test out the flavourings - but bear in mind that these are supposed to taste like they\'ve already been aged, so the barrel might not be kind to them (or it might be great, I just don\'t know)
Next, get hold of some different types of chips (from a homebrew shop, chipped barrels, or like me you can use Jack Daniels BBQ chips) and stick a handful into a few glass jars and age some neutral spirit for a month or two. That way you learn about the aging process on a smaller scale and you can get decent results for mixing this way.
It\'s only then that I would look at a decent whiskey recipe, of which there are a fair few over on the Home Distiller forums. Finally, once you have a good recipe tested then you can stockpile some up and stick it in a barrel, but don\'t forget you\'re probably going to want to leave it to age a good long while so if you\'ve got any of the process wrong you\'ll wait a year or three and be very disappointed.
I hope this doesn\'t sound pessimistic - you will be able to make some great drinks, but I know from experience that there are a lot of pitfalls along the way and there is no substitute for learning on the job with this. The first batch of vodka I made was brilliant, I got over confident and the next two were poor and it took me a long time to work out why. I made some spirit that tasted a bit rough so I wondered if aging it on oak chips would help - six months later, it\'s still bloody awful, but at least now I know.
On the other hand, we all love a tale of daring so if you do bite the bullet then keep us posted on how it works out for you!