Observations of electromagnetic emission near a Black Hole, as done by the Event Horizon Telescope collaboration, probes the spacetime of black holes through gravitational self-lensing in a unique manner complementary to Gravitational Waves from colliding black holes. I will review our recent results on the black hole in our own galaxy, Sgr A, and contrast it to the first black hole image in M87. I will highlight key challenges and discuss the intricate connections to theoretical predictions. We will finish with an observer and theorist outlook of this research field over the next 10 years.