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Rob Hennin has held various leadership positions throughout their career. From March 2013, they served as the CEO of nib Travel and CEO of nib New Zealand. In May 2013, they became the CEO of nib New Zealand and also took on the role of Director. Rob briefly held the position of CEO at nib New Zealand in the same month. In 2019, they became a Director at INSURANCE AND FINANCIAL SERVICES OMBUDSMAN. Since 2012, they have been the Director of R.W.Hennin Consulting, where they consult on strategy, innovation, and leadership. Rob has also served as a Board Member at Health Funds Association New Zealand and Tower Medical Insurance Limited. Rob Hennin is currently involved as a Director at Kangaroo Technologies Co.Ltd and as Chairman at nib Travel Services Europe Limited, nib Travel Services Ireland Limited, and nib Travel Pty Ltd. Rob has also been a Director at World Outreach International, serving as a Director from July 2007 to May 2013 and as a Board Member from 2008 to 2012.

Rob Hennin's education history includes a Bachelor of Arts degree in Economics and Geography from the University of Otago from 1978 to 1981. Rob also completed various programs at INSEAD, including a Certificate in Global Management from 2016 to 2020, an International Directors Program in 2019, and a course in Transforming business in the digital era in 2020. Additionally, they obtained a Graduate certification in Governance from the Australian Institute of Company Directors in 2012. Lastly, there is mention of attendance at the Toscana Cooking School, but no specific degree or field of study is provided.