1. have you tried changing to a fresh needle that will pierce the fabric cleaner all the way through?
2. Using a stiletto (or similar object) may help guide your fabric all the way through to the end.
3. You could try changing feet and remeasuring your 1/4 inch from a target point that is more visual for you. I prefer to use an open toe foot and move my needle to a position that gives me my 1/4 inch measured from the inside edge of the right toe. I find it difficult to see and control fabric when my needle placement and foot use requires the fabric to flow completely under the surface of the foot. ...hope that makes sense!