Self-healing technologies are increasingly being targeted by academic and industrial researchers for concrete applications because of their potential to actively repair the material when cracked, without the need for external intervention. In this sense, they could represent a decisive step toward addressing some of today’s greatest challenges: rethinking the entire life cycle of concrete materials starting from their durability, and achieving sustainability, quality, and cost-effectiveness. However, despite the promising results achieved in research, several obstacles remain for the on-site implementation of self-healing technologies, including cost uncertainties, site feasibility, and the transition to large-scale production. To explore possible pathways, this work identifies and compares three potential strategies for the use of cementitious macro-capsules, namely incorporating them into the concrete mix through: a) controlled placement, b) semi-controlled placement, c) random placement.