The transition toward digital operations within small and medium enterprises has drawn increasing scholarly and managerial attention over the past decade, particularly in the context of developing economies. This study examines the nature and extent of digital transformation in the operational functions of GB Marketing, a sole proprietorship wholesale trading firm engaged in furniture and interior products, headquartered in Pammal, Chennai, and its consequent impact on financial performance. The study employs a descriptive and analytical research design, drawing on primary data gathered through structured questionnaires administered to 50 respondents comprising the firm's employees, management, and key stakeholders, supplemented by secondary data from internal financial and operational records. Statistical analysis incorporating percentage analysis, ANOVA, and Chi-square tests is applied to examine both the operational improvements attributable to digital adoption and the financial performance consequences thereof. Findings confirm that digital transformation has reduced order processing time, minimised inventory discrepancies, improved billing accuracy, and enhanced supplier communication. On the financial performance dimension, the study establishes a statistically significant positive association between digital adoption level and perceived revenue improvement (p = 0.016). ANOVA results further indicate that employees with greater organisational experience report significantly higher financial performance improvements attributable to digitalisation (p = 0.012), reflecting their capacity to make informed before-and-after assessments. The study identifies cost of technology acquisition, digital skill deficits, and resistance to change as the primary barriers constraining deeper adoption. Recommendations encompass the adoption of cloud-based enterprise resource planning systems, structured employee digital literacy programmes, and the development of proprietary customer-facing digital platforms. The research contributes a grounded, firm-specific perspective to the emerging body of literature on digital transformation outcomes in Indian SMEs.