Rural social enterprises are promising actors to counteract social challenges in rural communities. Located at the intersection of state, market and civil society, they develop innovative solutions and foster social change. However, this prominent position also bears risks for the sustainable development of social enterprises. Practitioners and researchers from the RurInno project identified six hurdles and barriers which are typically encountered in establishing a new social enterprise. The experience report introduces these six pillars and shows how rural social enterprises have proceeded to overcome and still meet these hurdles. The report adresses social enterprises operating predominantly in rural regions. It aims to be motivational in dealing with challenges, even with those that may seem insurmountable at the beginning. Who dares wins!