When creating a shape like a simple letter ‘T’ you can do it with two objects. Assume the vertical stroke comes first for this example. Let the Exit point of the stroke occur naturally – at the top, on one side or the other. Then, make the horizontal top column. Set the Entry point of the top column to match the Exit point of the upward stroke. This allows for continuous sewing. You still may want an underlay object, in addition to the underlay provided by the objects themselves, but the simplicity of the connection is nice to understand. Also, if the design permits it, ending the pattern in the inside of such a corner as where these two strokes meet allows for tie-off stitches to be nested nicely, and in fact they also double as color fill in the intersection. A lot of ‘old school’ embroidery fonts were digitized this way.