Wynand started out in 1976 as a junior lecturer in the department of Electrical and Electronic engineering at the University of Stellenbosch. In 1984, at the age of 32, He became a professor responsible for the very active Telecommunications and Digital Signal Processing group. Wynand was soon regarded as the head of the leading Speech Processing research group in the country.

Wynand co-founded DataFusion which from 1994 to 1998 doubled its turnover every year to become the undisputed market leader in multichannel voice recorders in South Africa and a strong competitor internationally. DataFusion had an international distribution agreement with Siemens AG in Germany and sold products in more than 40 countries.

After selling his shares in DataFusion, Wynand delved into studies of understanding why the best technology did not win. These insights resulted in the completion of his book, Engineering Entrepreneurship. His book aims to explain the forces and trends faced by start-ups and hopefully help them to avoid the most common pitfalls. Wynand now teaches Entrepreneurship to final year engineering students and mentors small business owner-managers.