We define the strong shortcut property for rough geodesic metric spaces, generalizing the notion of strongly shortcut graphs. We show that the strong shortcut property is a rough similarity invariant. We give several new characterizations of the strong shortcut property, including an asymptotic cone characterization. We use this characterization to prove that asymptotically CAT(0) spaces are strongly shortcut. We prove that if a group acts metrically properly and coboundedly on a strongly shortcut rough geodesic metric space then it has a strongly shortcut Cayley graph and so is a strongly shortcut group. Thus we show that CAT(0) groups are strongly shortcut.To prove these results, we use several intermediate results which we believe may be of independent interest, including what we call the Circle Tightening Lemma and the Fine Milnor-Schwarz Lemma. The Circle Tightening Lemma describes how one may obtain a quasi-isometric embedding of a circle by performing surgery on a rough Lipschitz map from a circle that sends antipodal pairs of points far enough apart. The Fine Milnor-Schwarz Lemma is a refinement of the Milnor-Schwarz Lemma that gives finer control on the multiplicative constant of the quasi-isometry from a group to a space it acts on. Contents 1. Introduction 2 2. Basic notions and definitions 4 3. Characterizing the strong shortcut property 6 4. The Circle Tightening Lemma 12 5. The Fine Milnor-Schwarz Lemma 27 6. Asymptotically CAT(0) spaces 29 References 30