Make the addition meet the existing roof
Where an addition meets a wall or an existing slope, the new height and pitch can change the path of runoff. Water from two sections may meet at a valley or pass along a wall that previously had no roof against it. The connection needs enough space and the correct flashing to carry that water away.
A tie-in may require removal of nearby existing shingles or work behind the visible wall finish to make the flashing connection. Material matching and the condition of the old roof can also affect how much work is practical. Those requirements should be settled as part of the addition scope.