In a comparative analysis of Ralph Lauren (RL) and Tapestry (TPR) as investment options, Ralph Lauren emerges as the stronger contender with a score of 12 out of 15 compared to Tapestry's 9. The analysis highlights RL's strategic focus on high-end branding and a reduction in wholesale exposure, which together provide a more stable growth trajectory. Conversely, Tapestry's strategy targets Gen Z consumers and is heavily reliant on affordable handbags, making it vulnerable to the cyclicality of fashion trends and profitability risks. A significant concern for Tapestry is its high leverage, reflected in a debt-to-equity ratio of 715%, which raises questions about its financial health. Despite Ralph Lauren's current high valuation, the author expresses a preference for its strategic positioning and is looking for a more advantageous entry point for investment. The analysis underscores the importance of considering financial health and strategic direction when evaluating potential investments in the fashion sector.