In today’s digital economy, the effective use of information communications and web-based computational technologies has intensified global competitive environments for all scientific, health care, industrial, social and business communities. Continuous and radical innovations through exploitation and exploration of product development and/or service value co-creation processes using innovative destruction technologies are essential and desirable for enterprises seeking sustainable survival and growth. This study probes into the strategic orientation of radical innovation from exploration and discovery of the representational issues on linking strategic orientation to radical innovation successes. A practical model, at strategic level of the firm with dynamic capabilities is hence proposed. Five hypotheses and the associated five degrees of measure for each orientation are discussed. The study differs from extant literature on innovation field of research results, which are mainly theoretical and rarely address how strategic orientation should be measured. Further research underway is also highlighted.