A hole for a nine pin serial connector is just a trapezoid with rounded edges, plus a couple of rounded doodads sticking out each side for the screws... (IIRC) no?
There are about a million ways to draw a trapezoid. You can establish a midline somewhere, then make two horizontal parallel lines that represent the height of the hole, make an angled line that represents one side, mirror that around the midline. Then use fillet to trim and round the corners.
Afterwards, draw one circle that represents the screw hole, mirror it to the other side, and using quad osnaps pull line segments across from one circle to the other to make a pill shape. Then select all and either call trim and start picking segments to delete, or use CurveBoolean to get the outer contour (pick somewhere outside the whole set of curves to get the outer contour).
Do you need an example?