Maybe that he helped the two of you overcome an problem from an external source. The fact that you are at the side of the road could mean you "lost track". You can get back on the road any time, now that the threat is gone. Furthermore, a rake is something you clean up with, make things (like a lawn) tidy. Maybe this has some reference.
Thats what I thought of, but its hard to analyze since you didn't give much info about the dream. If the man was someone your ex knows (of), then that could have further meaning.
Hope that helps
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