Here is the installer I made to help my sister put her system in.  For obstacles and lots of curves I would use a plow coulter to better follow around corners etc.

https://talk.newagtalk.com/forums/thread-view.asp?tid=83979

Also better to use a 14 gauge THHN (stranded) wire for better results as what is in the underground kit is not as good and is too delicate and small which makes it prone to issues.