There are eight Shapes available for drawing Annotation including: Callouts, Arrows, Lines, Rectangles, Ovals, Polygons, Clouds, and Ink (Freehand).
Drawing Shapes
To adjust line color or width before drawing a Shape Annotation, click the small downward facing arrow next to the button.
Defaults may be set under Tools > Options > Fonts and Colors (see Related Articles for more information on setting defaults for Annotation).
Once a Shape is drawn on the plan, you can adjusts its size and position by using the Selection Tool 
and then adjusting the annotation as needed, see Related Articles for more information.
Shape Annotations retain the last color and line width used. For example, if you change the color and line width in Bid "A", then open Bid "B", when you select the same
Annotation Shape, it is set to the last color/line width you selected.
Callouts
Click the Callout button, then click on the plan to set the starting point (where the arrow will point) and drag away from this spot to draw the callout box. Then, type in the message and adjust font as needed.
Arrows
Click the Arrow button, then click on the plan to set the starting point, click again to draw the ending point.
Lines
Click the Line button, then click on the plan to set the starting point, click again to draw the ending point.
Rectangles
Click the Rectangle button, then click on the plan to set the starting point, hold down the mouse button and drag to the ending point. Release the mouse button to complete the Annotation.
Ovals
Click the Oval button, then click on the plan to set the starting point, hold down the mouse button and drag to the ending point. Release the mouse button to complete the Annotation.
Polygons
Click the Freehand (Polygon) button, then click on the plan to set the starting point, click on each corner (vertice) to set additional points and then double-click to complete the Annotation.
Just like Area takeoff, you cannot draw an 'uncloseable' polygon or cross lines. If On-Screen Takeoff generates a 'thunk' sound, that indicates that the segment cannot be drawn or the polygon cannot be closed. Press ESC on your keyboard to back-up to a point where you have not crossed lines or drawn a polygon shape that cannot be 'closed'.
Clouds
Click the Cloud button then click on the plan to set the starting point, click on each corner (vertice) to set additional points and then double-click to complete the Annotation.
Just like Area takeoff, you cannot draw an 'uncloseable' Cloud or cross lines. If On-Screen Takeoff generates a 'thunk' sound, that indicates that the segment cannot be drawn or the Cloud cannot be closed. Press ESC on your keyboard to back-up to a point where you have not crossed lines or drawn a Cloud shape that cannot be 'closed'.
Ink (Freehand)
Click the Ink button then click on the plan to set the starting point, while holding down the mouse (or pressing a digitizer pen to the screen), draw or write whatever you want on the screen. Double-click to complete the Annotation.
See Related Articles for information on editing Annotation after you draw it.
Highlighter Tool