Look at the dot marking for a two winding single core secondary. The dots are arranged head to tail, not tail to tail. This is fixed and built for you at the factory.
Head to tail is correct, the phasors add, and the sum is 240 volts. The phase angle is added in the measuring process, how the leads are connected to the transformer, not internally by the transformer itself.
The dots tell us that the waves seen at those points are in phase. They do NOT tell us how to draw our phasors. We can draw them forward or backward as long as we describe them properly with magnitude and phase angle. Some of us choose to draw them tail to tail, PI radians apart. Then we subtract.