Hi Aaron,

You cannot create complex linetype using Create option of -LINETYPE command, instead you need to create .LIN file with linetype definition using plain text editor. After you create it, put it to AutoCAD support files search path and load to drawing:

http://help.autodesk.com/view/ACDMAC/2020/ENU/?guid=GUID-FEDCE7EB-4919-43AE-A54E-F3A293DD60CA

In your case the contents of .LIN file could look something like this:

*Arrow dash,----- > -----
A,2.5,-.2,[">",STANDARD,S=.5,U=0.0,X=0.0,Y=-.25],-.5

I attached ready made LIN file.