Oscar Ledlin is not averse to showing off the fruits of his success – he drives a BMW on weekdays, a bright purple Nissan GT-R sports car on the weekends and wears a necklace with his name spelt out in diamonds.
But alongside social media mentions of his young family, adventures with friends and travel photos, the 32-year-old Melbourne developer also posts frequently about his missteps.

These include the multiple times he was sued by rival developers, how he massively underestimated costs on projects and how he was rejected 46 times by lenders in the early days. “The reality is that I’ve had, and continue to have, more losses than I’ve had wins. Some things that I’ve touched, in fact, have actually turned to sh*t,” he told his 29,000 Instagram followers in July.