Since last 20 years eBusiness has enriched a very important trading form of the enterprises. And now, it arises into all kind of industries. Though, due to massive technical complexity and missing generally accepted e-Business standards, e-Collaboration is still limited to a portal technology on presentation level. Consequently, the purpose of this paper is to analyze the factors that affect the development of collaborative eBusiness in the enterprises. We start with an exploration of the current state and the relations between eBusiness and cBusiness. Then, we detail the features of business collaborations by enterprises. We continue with a discussion of chances and challenges of the collaborative business in contemporary vibrant and fast rising markets, the businesses are acting in. We examine also a successful collaboration planning issues. Afterwards, we inspect extensively different factors affecting the development of collaborating businesses. And, we conclude with an outlook of future collaboration tendencies.