Tobie is an admitted attorney and notary. Having left practice shortly after being admitted as an attorney, he has spent time advising on labour and insolvency matters to a large trade union before joining Investec in 2010. He spent seven years as a credit manager within Investec Private Bank, before joining Investec Import Solutions as a senior credit analyst. He was then appointed as the head of legal for Investec For Business in March 2018.