In 2257, members of the USS Discovery's crew were awarded this medal for their role in ending the Federation-Klingon War. These members included acting captain Commander Saru (the first Kelpien to receive the medal), Commander Michael Burnham, Ensign Sylvia Tilly, Lieutenant Commander Paul Stamets, Doctor Hugh Culber (posthumously), Lieutenant Commander Airiam, Lieutenant junior grade Joann Owosekun, Lieutenant Rhys, Lieutenant junior grade R.A. Bryce, and Lieutenant Keyla Detmer. (DIS: "Will You Take My Hand?")
Captain James T. Kirk had earned this medal by 2267. (TOS: "Court Martial") The medal had such significant meaning for Kirk, that it helped him overcome the influence of the omicron spores that year. (TOS: "This Side of Paradise")
Holodeck simulation - Captain Riker Edit
In 2367, while exploring a cavern on Alpha Onias III, Commander William T. Riker was rendered unconscious by gases. While unconscious, neural scanners scanned Riker's brain. The scanners used elements of Riker's reality and constructed a holodeck simulation with those elements interspersed throughout, so that it felt real to him. What Riker wanted, the scanners made possible.
In one of these simulations, on stardate 51692, at the conclusion of the Praetor Campaign, Captain Riker of the USS Titan was awarded the Starfleet Medal of Honor. In the campaign, the Titan detected and prevented a Romulan preemptive strike into the Gamma Hydra sector by the Romulans. In 2383, this award was mentioned in Riker's service record that was on display in his quarters on the Enterprise-D. (TNG: "Future Imperfect", okudagram)