Flexor carpi radialis tendinitis is a condition that almost exclusively affects the distal aspect of the tendon where it lies in a tight fibro-osseous tunnel. Tendinitis of the proximal aspect of the tendon at its myotendinous junction is extremely rare. Herein, we present a single case of calcific tendinitis of the flexor carpi radialis tendon at its myotendinous junction in a throwing athlete. Diagnostic challenges and treatments are discussed.