Cathie Wood’s ARK Invest increased its bet on Robinhood Markets Inc. for a second consecutive session, buying 150,908 shares on Aug. 20 after acquiring 123,336 shares a day earlier. The two-day haul of roughly 274,000 shares, worth about $14 million at the Aug. 19 purchase price, follows Wood’s broader push this week into high-growth fintech and biotech names. The buying spree contrasts with insider activity at the online brokerage: Chief Financial Officer Jason Warnick disclosed the sale of 100,000 Robinhood shares at an average price of $110.93 apiece—about $11 million—in a filing dated Aug. 20. The divergent trades highlight differing views on the stock’s trajectory as Robinhood expands beyond trading into digital-wallet and advisory services.