How many angels can dance on the head of a pin?
You need to think like your competiting in a "physics egg drop contest." Ideally you'd want the equipment to be able to sustain up to a two story drop onto its corner. And be able to survive out in the rain for up to a day or two. Only then will you be ready for ground shipments.
I always give myself this quick "acid test" after I pack something. "now that it's packed, would I feel comfortable THROWING this package five feet in the air BOUNCING it off of the WALL?" If no, I repack it better or double-box it better.
I usually place the item is a plastic shopping bag or trashbag (to prevent rain damage). Then goes on a couple layers of bubble wrap (big 1 inch bubbles). I collect the stuff by the square yard whenever I can. Then I get some heavy packing foam which I tightly fit between the bubblewapped item and the first box. Then I always double box the item, separating the boxes with heavy foam or peanuts or newpaper should I run out of heavy foam. I tape both boxes well. I also address BOTH BOXES in case the outer double box gets annilated during transit (I had that happen once, and UPS still delivered it to the address I handwrote, thank god.
IF the item is really heavy (like an amp) or big (like speakers) I single box the item, then I crate it up on a pallet at work. Work will let me use one of their motor freight carriers for cost. USually ends up being about $90/insured for a 4x4 pallet and up to 175 pounds. I sold a pair of speakers that way once.
Life is too short to go cheap when shipping a monster amp or speakers. Either spend the extra $50 now, or spend the extra $50 on blood pressure medication and lose two weeks life expectacy when you see the box scuffed up at its destination. It's hard to swallow, but then I so anal with my gear, I just about have to be an insane packer, or drive the gear myself.