After launching the Australian online success story RedBalloon in 2001, Naomi went on to co-found Big Red Group with partner David Anderson in 2017.

In late 2014, Simson was named as one of five 'Sharks' on Network Ten's Shark Tank in Australia along with Andrew Banks, John McGrath, Steve Baxter, and Janine Allis.

Simson's time on Shark Tank was spent supporting the start-up community[5] and investing in many businesses during all four seasons of the show.

[15] Simson has the furthest reach for any Australian on the LinkedIn business networking platform[16] with close to 3 million followers.

[21] Simson has won numerous awards throughout her career including the 2005 Westpac NSW Entrepreneur of the Year.

[27] In October 2018 Simson was named in The Australian Financial Review 100 Women of Influence awards in the Business and Entrepreneur category.