Toolshedders in general attack ground targets, typically strat objects on airfields (hangars, ordinance, troops, etc).
However, this can be confusing as there's a couple different types of guys all lumped in with toolshedders:
The milkrunners like to hit undefended bases without opposition, then either run home before the enemy can up a defense or capture the base before anyone knows what's happened. Of course, there's also a measure of "sour grapes" in the tossing around of this label because it's always possible for a couple guys to tear away from the general furball to intercept these raids...but god forbid they do THAT.
Pork dweebs/pork-n-go dweebs zip through a defended base in fast cannon-armed birds (generally ElGay-7s, Typhoons or Tempests, Doras, etc) or other fast birds with decent ordinance loads (P-51 being one of the more notorious of these) to pop dar, ords, troops, etc., or grab a quick vulch or two, then jump to hyperspace and run like hell from wary opponents, or enemies otherwise in a position to engage.
Then you have the guys who cut their ordinance loose and remain in the fight to either beat down enemy cap or continue to hit ground targets with guns. You can usually tell them apart from the pork dweebs by their choice of ride: You don't see nearly as many pork-n-go sorties by F6Fs, F4Us, P-47s, P-38s (to a lesser extent), Mosquitoes or Bf-110s. They generally stick around and either engage the cap or continue guns passes.
As for the HO, it's considered a deebish tactic because there's very little skill in pointing yourself directly at your opponent on the initial merge and opening fire from 1k out in hopes he blows up before you both collide.
That being said, as much "disdain" as it receive on the boards I've had an opponent try to take the shot in a HO situation on initial merge probably about 90% of the time, (and this includes some vets who've sworn they never HO in here) and some planes are especially notorious for forcing HOs almost at will (Hurricane 2C, N1Ks, pretty much any Spit). So in all honesty, don't TRY to go for it, but if your opponent won't give you any other option take the shot (you can always try to roll yourself just enough out of phase it becomes a deflection shot and not a true HO).
