During World War II, Omarr, 17, joined the Army; he claimed he chose April 4, 1944 as the day to sign due to the numerological benefit of a date composed of "all fours." Approximately a year later he was transferred to the Air Force at a base located in Ontario, California, approximately 35 miles east of Los Angeles and referred to as 'Camp Hollywood.' Omarr's claims that he was posted to Okinawa within a year of joining the Army are contradicted by the history of the Battle for Okinawa, which began in April 1945, and lasted until mid-June 1945 after massive casualties at the Battle of Okinawa. There was no "base" on Okinawa for any Armed Forces Radio Programming until after Japan had surrendered. Therefore, his claims that he was able to specialize in astrology with his weekly Armed Forces Radio Program "Sydney Omarr's Almanac", broadcast throughout the Pacific Theatre, are highly suspect. He attempted to predict the results of various sporting contests and events. After gaining transfer to Camp Ontario in April 1945, Omarr was profiled by "Wings", the Air Force's official counterpart to "Stars and Stripes". In this semi-satirical profile, Omarr is quoted as predicting the Japanese defeat in "mid-August, 1945." Although the author of this piece subsequently stated that this quote was apocryphal and was part of the general satire, Omarr subsequently used it to promote his astrology career, ultimately gaining an influential column at the "Los Angeles Times". Omarr also claimed he wrote the horoscope column for the U.S. Army's "Stars and Stripes" newspaper.