Wall Street bears, known for their cautious outlook on the markets, often prefer higher stock valuations as it sets the stage for lucrative short-selling opportunities. In this strategy, they borrow and sell stocks at peak prices, hoping to profit by buying them back after a fall. Essentially, the greater the height of the market, the deeper the potential for decline and gain for these bears. This counterintuitive stance positions Wall Street bears to capitalize on the volatility they typically resist.