This paper discusses an evidence-informed bottom-up transformative social work practice model that holistically encapsulates multi-system levels of practice. Based on 12 years of empirical evidence on psychological self-sufficiency (PSS), the Transforming Impossible into Possible (TIP) program was developed to focuses on the ‘process’ of human agency development that leads to economic self-sufficiency (ESS) ‘outcomes’. It attempts to bring together various modalities of social work practice into a transformational leadership development framework that reflects a bottom-up, participant-centered approach to empowering individuals to impact larger systems. In workforce development practice, it is being regarded that constructs reflected in TIP improve both employment and retention outcomes.