Simson began her career in the corporate marketing field and gained experience with
IBM,
KPMG,
Apple Computer Australia, and Ansett Australia. In 2001, she founded RedBalloon, an
online experience gift retailer based in Australia. She began the company out of her house with a $25,000 personal investment and grew it to 46 employees by 2011. Simson was CEO of the company until 2011 when she took a step back from the operational side of the business. In 2017, Simson co-founded Big Red Group with David Anderson, a company that became the parent company for RedBalloon. It also acquired and operates the companies Adrenaline, Experience Oz, Local Agent and Everything NZ. 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 and investing in many businesses during all four seasons of the show. Simson had much advice for the start-up community about pitching, purpose and scaling. Simson has also been a guest host on Network Ten's
Studio 10. Simson was a secret millionaire in the 2009 season of the reality television show
The Secret Millionaire – Australia. On the show, Simson volunteered for 10 days in different disadvantaged areas of Australia. Upon conclusion of the show, Simson reveals her true identity to others and donates money to a number of the causes and individuals she volunteered for during the show. She was one of five benefactors for the season who gave more than $750,000 to various individuals and organisations in the community. Simson is a blogger and owner of NaomiSimson.com, ranked number two in the 15 Top Business Blogs by SmartCompany.com as of 2016. Simson was named one of Australia's best business bloggers as far back as 2009 and in 2020 was named top business blogger. Simson has the furthest reach for any Australian on the LinkedIn business networking platform with close to 3 million followers. Simson is the author of two books, Live What You Love (2015) and Ready to Soar (2016). She was one of 13 authors who collaborated to write the 2008 book ''The Power of More Than One:Success Strategies from Australasia's Leading Business and Motivational Specialists
and also wrote a preface for the 2013 book Appvertising – How Apps are Changing the World
. In 2016 she released the book Ready to Soar: Turn Your Brilliant Idea into a Business You Love''. == Philanthropy ==