Considering cloud based solutions in business and IT alignment, an ecosystem perspective is here taken. If small and medium enterprises are willing to act agilely and developers of cloud IT solutions are willing to support these enterprises, then it is necessary to ensure rapid and flexible delivery/acquisition/migration regarding new IT solutions and new features thereof. When looking at enterprises and cloud solution providers as constituents of a business ecosystem, a Triple-Agile paradigm emerges, that considers agility from the following three perspectives: the perspective of SME processes, the perspective of adopting of and/or migrating to cloud solutions, and the perspective of cloud service development and management. While there is considerable theoretical and practical experience in each of the perspectives of agility mentioned, their Triple-Agile combination has not yet been properly researched. This paper investigates the possibility of the application of the Triple-Agile paradigm in the context of SMEs and cloud services.