If you buy a 40mm eyepiece, it absolutely must be in 2 inch format to give a large field of view. The 1.25" barrel size restricts the maximum fov so that for a standard plossl, anything over 32mm is a waste.
With the equipment you already have I would just add an Orion Shorty-Plus barlow for $150, and a GSO superview 30mm 2 inch for $99.
You can spend a LOT of money on eyepieces and best way to learn whats worthwhile is meet up with others and look through theirs
People buy Naglers and the like because they are getting wider fields of view, whilst maintaining sharpness across the field.
This just doesnt happen with cheap eyepieces.