Pittman is one of only eleven athletes (along with Valerie Adams, Usain Bolt, Veronica Campbell-Brown, Armand Duplantis, Jacques Freitag, Yelena Isinbayeva, Kirani James, Faith Kipyegon, Dani Samuels, and David Storl) to win World Championship titles at the youth, junior, and senior levels of an athletic event.

[citation needed] Just before the Athens Olympics, Pittman tore her right meniscus during a warm-up for a track meet in Zurich, where she had been favoured to win the 400 m hurdles event.

As at the 2002 Commonwealth Games in Manchester, Pittman-Rawlinson was a member of Australia's gold medal-winning 4 × 400 m relay team (with Tamsyn Lewis, Caitlin Willis and Rosemary Hayward).

She blamed the disqualification on Lewis who, alongside Pittman, went up to the officials after the race to point out the violation of Englishwoman Natasha Danvers-Smith of taking an incorrect position on the starting leg.

She carried a slight injury through her 2007 season, having surgery later in the year to remove loose cartilage and floating bone fragments in the second toe of her right foot.

[13] On 29 June 2009, Pittman returned to racing after more than a year with a victory in the Grand Prix event at Málaga, Spain.

She won the 400-metre hurdles in a time of 55.67 seconds ahead of Ukrainian Anastasiya Rabchenyuk and Janet Wienand of South Africa.

[16] Pittman suffered a foot injury in March 2012 which put her out of contention for the London Olympics, and resulted in her deciding to retire from athletics.

After trying rowing and boxing, she elected to try her hand at bobsledding, acting as brakewoman to Australian pilot Astrid Radjenovic with a view to competing at the 2014 Winter Olympics.

[17] In her first race Radjenovic and Pittman scored Australia's best ever World Cup finish with a seventh place at Altenberg in January 2013.

[25] On 31 March 2006, Pittman married English athlete Chris Rawlinson at Morningstar Estate on the Mornington Peninsula, Victoria.

In April 2009, it was announced that Pittman and Rawlinson had separated after three years of marriage and, in May 2009, she returned to training under Craig Hilliard, who had previously coached her.

[31] In 2015, after a cervical cancer scare, Jana decided to use an anonymous sperm donor to conceive her second child, a daughter, while she was dating runner James Gurr.