Own Less, Know More with Jeremy Kokemor, Founder and Portfolio Manager at Right Tail Capital

Concentrated, quality-focused investing requires identifying businesses capable of generating significant cash flow and reinvesting it at high rates of return. Jeremy Kokemor, founder of Right Tail Capital, manages a portfolio of roughly 15 high-quality companies, emphasizing long-term ownership and strict alignment with investor interests. His process involves rigorous fundamental analysis, such as evaluating NRP’s transition from debt-heavy coal royalties to a debt-free balance sheet and assessing HCA’s operational dominance within the regulated healthcare sector. While AI serves as an efficient research tool for spotting inconsistencies and accelerating data synthesis, it remains secondary to deep, firsthand understanding of business models. Success hinges on maintaining a dispassionate approach to thesis evaluation, knowing when to remain patient during market volatility, and decisively exiting positions when the underlying investment premise fundamentally breaks.