It's no secret that the past 10 years haven't exactly been Microsoft's (NASDAQ:MSFT) finest. The company made botched attempts at breaking into many of the decade's largest tech trends, culminating in its underperforming the Nasdaq by a factor of 4. However, Microsoft's also as dogged a company as there is in corporate America. Most recently, the software giant turned heads in its continual quest to knock Google (NASDAQ:GOOGL) off its perennial perch at the top of the search industry when rolled out its "Bing for Schools" initiative.

Can this new path help to finally turn Microsoft's search adventure into a moneymaker for its investors, or will it amount to more of the same? In this video, tech and telecom analyst Andrew Tonner gives his take on the move and explains how investors should play this situation.