I prefer to teach my students to fly with a tail dragger right off from the start. Initially the instructor does the take-offs/landings so it is not a problem. By the time that the student is ready to learn how to take off, they have enough skills developed that the tail dragger "problem" really doesn't exist. Landing with a tail dragger is actually much easier than with a trike ( the trike will porpoise severly if landed on its nose wheel & likely damage the nose gear &/or the airframe).

Most 2nd & 3rd" planes will be tail draggers in any case, so the pilot is better off learning this stuff right away, & if you are flying off grass there is really not much choice -- trikes are not good in grass.