Pokemon Strategies?

Alright, so here's what my Spring Break looks like:

Orchestra trip to Carnegie Hall on Wednesday night, we leave New York late on Easter Sunday. So my friend and I decided to make a little Pokemon Tournament. It includes 10 participants, we have well over two pages worth of rules, but short and see it looks like this:

DAY 1:
-Brand new file on a 2nd Gen Game.
-Every hour you fight one person.
-Every 3 Gyms or so, we have a tournament bracket.

When you fight in these tourneys and 1v1s, you get Seed Points. Seed Points are 1 point for every surviving Pokemon in your party plus every enemy Pokemon you KO'd.

LAST DAY: ELITE FOUR
-Bus Ride home.
-Top 4 are in the Elite Four and are guaranteed prize money ($2 entry fee)
-If champion, it gets split 5 ways, giving everyone a lesser cut.

That's a quick outline, there are some other special things such as Rival battles and Battle Tower Rule Duels, but what I'm really looking for is some game breaking strategies.

I'm DEFINITELY using Typhlosion, but I'm picking Chikorita and trading it to my friend who is playing who will be picking my Cyndaquil for trade EXP boost. I just plan on tanking. I'm going to only use my Cyndaquil and just boost until I one OHK everything in sight. However, I will be catching a ghastly at some point and making that my secondary, at least until I can get some Legendaries.

Here's my planned moveset for Typhlosion:

Flamethrower
Thunderpunch
Earthquake
Smokescreen

Holding leftovers.

Any tips? Btw, I'm playing on Crystal, and will be trading Lugia for Ho-oh when I get it.

Pros:
Sounds like a ton of fun man.
There's an entry fee which makes people actually try.
Prize money.

Cons:
2nd gen games were the worst IMO.


Strategies? Didn't play 2nd gen cause they sucked. Sorry.

I'd rather play Silver/Gold than anything beyond it. Didn't care for Sapphire/Emerald/Ruby, and had no desire to try the newest ones.

Ruby/Sapphire or Fire Red/Leaf Green were teh awesums.

But I loved 2nd Gen! 2nd Gen is probably my favorite, twas the shits. Wasn't big on 3rd gen myself though, and I've heard that 4th gen is straight side quests.

Well, from what I've played, 2nd gen is massive. It's almost like a whole other game once you beat the supposed end-game with the Elite 4.

Yeah, I loved Kanto. Easy, but it has such a nostalgic feel to it.

And on that note I present to you the most epic thing ever. EVER.

Go.

AGH. I didn't know it was a Youtube link. You sir, have ruined my precious Rise Against

But on topic yeah that was pretty cool.

Red-blue... good
yellow - sweet
gold/silver - cool
ruby/sapphire - ok
emerald - cool
diamond/pearl - gay
platium - ok

You forgot about Pokemon Green. That was the shit.

YES

Hey everybody Aander won.

Pretty much. I ended up switching out smokescreen for Toxic in the end though. So broken.