After completing his articles at Arthur Andersen, Jonathan co-founded Stratvest in 1995, together with Michael Mendelowitz. In 1997, African Bank acquired 50% of Stratvest, leading to the formation of Nisela Growth Investments. Jonathan assumed an executive role at African Bank Limited and held the position of joint CEO of Nisela Growth Investments until 2002. Jonathan went on to acquire and grow the group of companies that in 2007 became the foundation of Transaction Capital. Jonathan was appointed as an executive director in June 2010.
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