“Shark Tank” investor Kevin O’Leary has shared a wealth philosophy centered on liquidity, arguing that entrepreneurs should prioritize accessible cash over simply accumulating assets. O’Leary said he does not consider someone truly wealthy until they have at least $5 million in liquid cash, separate from the value of homes, cars or collectibles. His reasoning is that liquidity creates flexibility. Once an entrepreneur has enough cash available, O’Leary believes they can take bigger risks, start new businesses and recover more easily if a venture fails. He has also argued that founders should be willing to sell their businesses when a serious buyer appears, even if the offer is not the absolute highest price they might eventually receive. According to O’Leary, entrepreneurs can usually negotiate for somewhat better terms, but holding out indefinitely can mean missing an opportunity to convert years of work into liquid capital. He sees the entrepreneur, not any single company, as the more valuable asset. His view is that someone who successfully built one business can often use the proceeds and experience to build another. O’Leary has said not every company will succeed, and that entrepreneurship is ultimately a portfolio of risks. In his view, a few major wins can be enough to create lasting financial security. The broader principle is simple: assets can create wealth on paper, but liquidity gives entrepreneurs the freedom to act when the next opportunity appears.