For me, the hardest part of making the switch from my old electric solid body technique to gypsy picking is locating the strings reliably without my 3rd and 4th fingers planted firmly on the top or my wrist on the bridge to give me a reference. So, when the going gets tough, my hand grabs the top like one grabs a railing when stumbling on stairs. Tone and volume suffer noticibly.
Going from one string to the next isn't so bad as the rest stroke puts the pick in the right place, especially if phrase is working down (toward the ground) the stings, but a jump of 3 or more, especially up (toward the ceiling), is, for me at least, pretty unreliable with a hand free of the top. Is there a concept within "gypsy picking" as to how one keep a reference? Is this just a matter of practice?