[sblock=Actions] So this is what I'd like to do:
Head Start! Crimson Blade (Iaijutsu) Free Action when TCO rolls initiative: Shift 2 (I know we didn't roll initiative, but it's a skill challenge)
Minor Action: Spidersilk Mantle: TCO gains Spiderclimb speed 5 til End of Turn
Double move action: Running! (+2 movement) so Spider Climb to navigate forest with Auto success 14 squares
If that is not enough to convince you TCO should gain an auto success then he'll blow an AP and spider climb another 7 squares for a total spider climb movement of 2+14+7= 23 squares (115 ft; that's 35m in 6 seconds wearing full plate armour through jungle terrain, with poor light; and as we are in a skill challenge "the turn" might even represent a longer amount of time! So even further!)

What do you reckon? You buy it?

[/sblock]