Rebolj started his entrepreneurial career as a co-founder of Klika d.o.o., which he helped develop as a director from five employees to 100 and to more than 5 million euros of revenue. In 2012, Klika d.o.o. entered into a merger with Sportsradar, a global leader in understanding and leveraging the power of sports data.

In 2014, Rebolj co-founded the private venture capital fund Silicon Gardens Fund 1, which has already invested in 10 companies, 5 of which have already received further investments. The companies they invested in include Povio, Flaviar, Eurosender and Mediately.