1930: An Aladdin gable roofed lookout house was constructed.
July 25, 1935: Panorama photos taken
August 24, 1935: "Bruce Ferguson, stationed at the Diamond Rock lookout above Drew, came out Monday and went to Roseburg. Jack Smith had charge of the lookout while he was away." (Roseburg News-Review)
August 29, 1935: "Bruce Ferguson, ranger at Diamond Rock communicated with portable voice radio during the storm because the telephone was out of commission." (Roseburg Chieftain)
September 23, 1936: "Bruce Ferguson was called back to the Diamond Rock lookout station Sunday." (News-Review)
1937: Bruce Ferguson and his new bride spent the season on the lookout.
July 1, 1939: "Bruce Ferguson returned to his work at Tiller Monday, following a week spent in Roseburg. He and Ermel Chaney are at Diamond Rock dismantling the old look-out station preparatory to erecting a new building." (Roseburg News-Review)
1940: A 14 x 14 L-4 lookout house was built on five foot high concrete pillars.
July 15, 1941: "Mr. and Mrs. M.K. Dean enjoyed the day at the Diamond Rock lookout where their son, John, is stationed by the forest service." (Roseburg News-Review)
September 9, 1941: "John Dean enjoyed several days' leave from his duties at the Diamond rock lookout early last week. He was an overnight guest of his brother, Claybourne, in Roseburg Tuesday." (Roseburg News-Review)
1942: The lookout was used as an Air Warning Service observation station, staffed by Alvia Wetherell and Elva Church.
July 28, 1944: "Mrs. Alva S., Wetherall, who is occupying the Diamond rock lookout with Miss Elenore Sherk, noticed a small fire started by lightning about 1 a.m. the morning of July 19. Unable to locate the exact spot in the dark, Mrs. Wetherall waited until daylight and then investigated. She found that the fire had been about a quarter of a mile from the lookout and was small. It had ceased burning a short while after first being noticed. Mrs. Wetherall and Miss Sherk, both of Roseburg, occupied the lookout last year. They teach at the Benson school during the winter months." (Roseburg News-Review)
August 4, 1962: "George Hunt of Eureka Calif., is the only forestry student in the Umpqua lookout group. He is a student at Shasta Junior College in Redding Calif." (The News-Review)
August 24, 1962: "Assistant Ranger Robert D. Clauson of the South Umpqua District of the Umpqua National Forest at Tiller was a bit shaken when he felt the quake about 11:30 a.m. He had just taken Iowa friends to the lookout on 120-foot high Diamond Rock eight miles southeast of Tiller. While on the catwalk surrounding the post, with George Hunt who mans the lookout, the three visitors felt the tremor. They estimated it lasted about five or six seconds. Clauson said that Diamond Rock swayed back and forth giving the four a good scare. Another rock beside the lookout rock measuring about five feet in diameter, was observed to move about two feet back and forth. A smaller rock wedged between the other two was shaken loose and crashed some 50 feet below. No damage was done to the lookout, according to Mrs. Milton Hammersley, correspondent." (The News-Review)