[1][2] He shared gold medals with his partner Ryunosuke Harada in the 470 class at the 2010 Asian Games, and later represented Japan at the 2012 Summer Olympics.

Yoshida and his partner and skipper Ryunosuke Harada made their official debut at the 2010 Asian Games in Guangzhou, China, where they edged out the host nation's Wang Weidong and Deng Daokun by a seven-point advantage for the gold medal in the men's 470 class, accumulating a net score of 17 points.

[3] At the 2012 Summer Olympics in London, Yoshida competed again as a crew member in the men's 470 class by finishing sixth and receiving a berth from the World Championships in Barcelona, Spain.

[4] Teaming with Harada in the opening series, Yoshida mounted a spirited challenge on the fifth leg to deliver the Japanese duo a seventh spot, but fell short of the medal race with an eighteenth-place finish on 131 net points.

[5] On February 14, 2013, Yoshida was married to his counterpart, fellow 470 sailing star, and teammate Ai Kondo at a private ceremony in Waikiki Beach, Hawaii, United States.