We study the problem of characterizing the directed graphs with an upward straight-line embedding into every point set in general or in convex position. We solve two questions posed by Binucci et al. [Computational Geometry: Theory and Applications, 2010]. Namely, we prove that the classes of directed graphs with an upward straight-line embedding into every point set in convex position and with an upward straight-line embedding into every point set in general position do not coincide, and we prove that every directed caterpillar admits an upward straight-line embedding into every point set in convex position. Further, we provide new partial positive results on the problem of constructing upward straight-line embeddings of directed paths into point sets in general position.