The most immediate threat to Kohl's margin and market share is the structural decline of the department store sector combined with eight consecutive quarters of same-store sales declines. In FY2025, comparable sales fell 3.1%, following a 6.5% decline in FY2024 and a 4.7% decline in FY2023. Net sales have fallen from $17.16 billion in FY2022 to $14.78 billion in FY2025, a 13.9% decline over three years. This erosion is not cyclical — it is structural. The U.S. department store sector contracted 2.7% in 2023 while total retail excluding food service, automobiles, and gas stations grew 3.5%. Kohl's core middle-income customer is under pressure from persistent inflation, and the company's value proposition — 'national brands at discount prices' — is being undercut by off-price retailers (TJX, Ross Stores), Amazon, and fast fashion (Shein, Temu). The second challenge is leadership instability: four CEOs in four years (Michelle Gass departed November 2022, Tom Kingsbury served 2023-early 2025, Ashley Buchanan was fired for cause in May 2025 after less than five months, Michael Bender took over November 2025). This churn has prevented coherent strategy execution. The third challenge is the credit card program, which generates high-margin revenue but is sensitive to macroeconomic conditions. Credit revenue declined 10% in FY2025, and the company warned that 'further deterioration in macroeconomic conditions, including persistent inflation or rising unemployment, could increase credit losses and write-offs.' Consumer preference is also shifting toward 'buy now, pay later' and digital payment methods, threatening the loyalty and higher-margin transactions associated with the Kohl's credit card. The fourth challenge is the Amazon returns partnership, launched in 2019 as the 'single biggest initiative of the year' by then-CEO Michelle Gass, which was supposed to drive foot traffic and new customer acquisition. The company claimed 2 million new customers from the partnership in 2021, but mentions of Amazon on earnings calls dropped off after 2022, and in March 2025 Kohl's began testing the discontinuation of Amazon returns at select stores. Store employees on Reddit celebrated the change, with one commenting 'Amazon is a headache and can't be worth it with the amount of work and man hours it takes to do it.' The fifth challenge is debt and leverage: total debt stands at $6.63 billion, including $1.44 billion in long-term debt, $2.37 billion in finance lease obligations, and $2.65 billion in operating lease obligations. The company issued $360 million in 10.000% senior secured notes in 2025 — a punitive interest rate that reflects credit market skepticism. Interest expense was $288 million in FY2025, consuming 46% of operating income. The sixth challenge is the proprietary brand strategy reversal. Under Michelle Gass, Kohl's de-emphasized private labels in favor of national brands, which alienated the core customer who shopped Kohl's for value. CEO Tom Kingsbury began reversing this in 2023 by bringing back proprietary brands and coupons, but the damage to customer frequency was already done. The company reported that the Kohl's charge customer (credit card holder) was running negative comps while the non-charge customer was positive, indicating that the most loyal customers were the most dissatisfied.