Yelena Shkolnik looks at how content, commerce, and fintech are blending together, noticing shifts like consumers wanting real ownership stakes in the brands and creators they follow, and she led Jump Capital's investment in Tubi, serving on its board after betting early that free, ad-supported streaming would beat subscription models. She also sees sports betting as a financial market rather than just a gaming category, believes big venture wins happen when several trends collide at once, is now interested in how AI agents will need clear structure and reporting lines to work well together, and remains closely tied to the LA venture scene even while investing from a Chicago-headquartered firm.