i actually enjoy when the types are against me, i beat blaine with a venusaur, misty with charizard (i had a lot of time on my hands and still do) and lt surge with blastoise ( i played on yellow which you could get all 3 on the same save)
anyway, i might just start two saves with my ar dsi, one chooses totodile, the other choose cyndaquil, then use pokesav and my ar dsi to move the cyndaquil to the totodile save