Meh, the problem with these games (ie Fallout, Oblivion, Morrowind) is that theres always a most ideal starting strategy. Its just a question of finding it.
For me, Morrowind = Go to... Suran? and steal everything from 1 of the traders because he has some valuable items, then flog it to the Creeper to start with a decent amount of cash.
Oblivion = Doing those frigging 'Arcane University' Access quests which really do get on my nerves.
Fallout 3 = Setting Intelligence to 9 and swimming pretty much the entire way to Rivet City immediately for the +1 Intel Bobble.
As for after that... its nothing you shouldn't be able to decide for yourself after playing the game (i mean whats the point in having a strategy guide for your first few playthroughs?). I mean it depends entirely on the type of character you're playing.
If you're doing Stealth, you probably want to go Operation Anchorage early on and get the Chinese Stealth Armour (though tbh it defeats all strategy from the game, Bethesda suck at balancing invisibility and practically NOTHING can see you when you wear it).
If you're doing melee you obviously want to go for the Family quest asap and grab your free Shishkebab schematic.
If you're doing Big Guns you'll be wanting to max Barter/Repair asap, gain access to as many merchants as you can and maybe invest in a couple of Stealth Boys to get hold of Vengeance from the Deathclaw Sanctuary.
If you're playing a Sharpshooter, you'll be wanting to go directly to The Mall and Underworld to get your Lincolns Repeater from the Musem and probably the Reservists Rifle from the Drifter at the Church (never actually found the Victory Rifle

), or the Backwater Rifle from the Spy quest in Point Lookout or the Gauss Rifle from Anchorage (neither isr eally an option over the Lincolns... though the Backwater is epic since it doesn't use Magnum rounds ><).