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The Nailmaster Brothers includes Oro, Mato, and Sheo, the three apprentices of the Great Nailsage Sly. They began their apprenticeship at a young age, keeping many years of mastery under their belt.
The first brother, Nailmaster Sheo, trained the art of the Great Slash under the tutelage of the Nailsage. As Sheo continued on to have a career as the Paintmaster, that part of his career will be included separate from his time as a Nailmaster.
Sheo was considered the most accomplished out of the brothers, having improved on his Nail Art enough for his Great Slash to be different from the Nailsage's. Sheo discovered the ability to use the Great Slash with any weapon, not just his personal nail. He was the first to leave the Great Nailsage Sly to carve out his own career after completing his training as a Nailmaster and developed his personal Nail Arts.
Oro was the second brother of the Nailmaster Brothers. He built his home at the Kingdom's Edge after he and his brother Mato leave the Great Nailsage for unknown reasons. His Nail Arts, the Dash Slash, was trained to be equal to the Nailsage's Dash Slash.
Oro was sometimes seen participating in Colosseum trials in the records of the Colosseum, which connects with the location of his house being in the Kingdom's Edge.
His old house contains a weak breed of the Everbloom. It was unknown where he got the flower from, as this was too frail to be the form the White Lady would typically awards others, and he have no activities near the Ancient Gardens where the breed naturally grows.
Nailmaster Mato lives at the top of the Howling Cliffs. He masters the Art of the Cyclone Slash, an attack which allows him greater mobility in the air. This is possibly why he had chosen to live there, as the terrain there is suitable for practicing his Nail Art.
Mato depicts in his personal journal that he would stay there until he had trained his skills enough to fully master his Nail Art. This feels unusually counterintuitive, however, as guidance from the Great Nailsage could help Mato better than him trying to train alone, so there can be some other reason for him leaving.
The Nailmasters took it upon themselves to train others willing to go in the path of the nail. They have trained a lot of pupils after the end of Ancient Hallownest.
The Nailmaster Brothers have a hymn addressed to them in the Godseekers' Tribute poems. The hymn was incorrectly labelled as belonging to Oro and Mato only, which was due to the Journal being made after Sheo became the Paintmaster, excluding him from the group. Godseekers, however, came to Hallownest much earlier before this transition, and as such, would have credited the hymn to all three brothers, and added the Hymn of Inspiration.