Muhahaha, now that I'm back in the game I have come up with a very cunning scheme to become a Gravelord from the very start, muhaha!
The plan:First I'll use this tactic to get my hands on the Great Scythe; a proper Gravelord weapon. Then I'll upgrade it like the way he shows.
Dark Souls: Overpowered In Ten Minutes - YouTube
After that I'll take the shortcut again, but instead of dropping down to Leeroy's sign I'll go through the tunnel and join the Covenant. When I return to the tunnel I'll just run for the Eyes of Death hidden behind the titanite demon and move on to the Burg. My goal is to be Gravelording the entire playthrough, but it all depends how many Eyes of Death I can collect with only 3 to start with until I reach the Depths. Even then collecting more can be tedious without the Gold Serpent Ring.