Sure, I also hear anecdotes about companies that try really hard but are unable to compete with Craigslist or eBay or other big companies with a strong two-sided network effect.
Based on what I've seen, Hailo tried to buy their way into this market, albeit with the twist of using licensed cabs. Seems like they had little trouble signing up drivers (who were predisposed to distrust the UberTAXI) but my assumption is that they gave up in North America because they couldn't afford to keep giving away the free rides and discounts needed to build up a customer base.