Rotation plays an important role in the life of stars and offers a potential diagnostic to infer their ages and that of their planets. This idea is known as gyrochronology, and if properly calibrated, its applications to Galactic, stellar, and exoplanetary astrophysics would be far-reaching. Nevertheless, while potentially fruitful over a wide range of ages and masses, recent results have raised concerns regarding gyrochronology’s applicability. In this talk, I will present the opportunities that the Gaia astrometry has opened to address these issues. First, regarding rotation’s classical calibrators, I will illustrate the impact that removing the non-member contamination has on the rotational sequences of open clusters. Second, I will present a novel method that tests the state-of-the-art gyrochronology relations in under-explore domains using wide binary stars. Finally, I will discuss the prospects for expanding the existing rotational constraints in unprecedented regimes using data from the TESS mission.