The Airbnb case describes the very early days of this startup, beginning with the founders' original concept of renting out air beds and serving breakfast ("Airbed and Breakfast") in their apartment to conference attendees as an alternative to expensive hotel rooms. The founders grew the business by providing finding lodging options in people's homes for attendees of large events such as South by Southwest and the Democratic National Convention. Despite positive reviews and high spikes in activity associated with these events, the founders faced challenges achieving sustainable growth. In early 2009, they joined Y-Combinator and were forced to confront a series of decisions around how to improve the product such that it could grow into a profitable, long-term business.

The OpenTable case describes the company's evolution from its startup phase in 1998 to its decision to go public ten years later. The company transitioned through three CEOs until it hired Jeff Jordan, former head of PayPal and general manager of eBay North America, to help take the company public. The case describes the various factors a company must consider when going public, including the company's long-term potential, the fiduciary responsibility to investors, the regulations associated with Sarbanes-Oxley, the time and energy required of the management team and financial staff to meet regulators' and investors' needs as a public company, and the obvious financial and branding benefits, among others. OpenTable has just selected Merrill Lynch as its lead bank when the U.S. financial markets collapse virtually collapse overnight in the fall of 2008, creating a decision point for the management team and board to either continue forward with the process or wait an indefinite amount of time until the economy gains more stability.

Will Harvey hopped onto his road bike and began pedaling up Old La Honda Road, the famously steep and windy street in Portola Valley, California. As the climb became more arduous, Harvey, the co-founder and CEO of IMVU, a company that developed 3D avatar-based instant messaging, began thinking through the three term sheets that were lying on his desk at the office. He and co-founder Eric Ries had to make a decision within a week about who to partner with on IMVU's current round of financing. Harvey and Ries had adopted an unconventional approach to growth for their startup. While the typical early-stage technology company delayed entering the market until its product had been perfected, IMVU sold its chat service to customers right away, even when it was incomplete, bug-ridden, and carried a beta label. The IMVU development team then made continual modifications to the application based on consumer feedback captured through emails, surveys, and online chat forums. Within eight months of launching the beta product, Harvey and Ries believed that they clearly understood many of the features desired by their "earlyvangelists." IMVU's strategy produced rapid enough revenue growth (on a small scale) to attract offers from several Sand Hill Road venture capital firms, as well as a large strategic acquirer. However, each potential partner had a different perspective on how to ramp the company going forward. Harvey and Ries weighed whether they should continue adhering to the methodology that enabled them to get IMVU off the ground or to shift gears in pursuit of a more aggressive expansion. That decision was the first step in choosing the source of capital best aligned with the company's strategy and goals.

Netflix, the online movie rental subscription service, did not contend with significant direct competition in online DVD rentals for six years until Blockbuster, the movie rental chain giant, entered the market in 2004 and began a price war. After that point, CEO Reed Hastings's company scrambled to maintain share and remain profitable. Investors balked at the impact direct competition had on margins and the unlikely sustainability of price cutting against a behemoth competitor. When Amazon began signaling an intention to enter the market in 2005, Hastings had at least two major decisions to make: whether to drop prices to match Blockbuster, and whether to stay the course with regard to his historic strategy of "business-as-usual" when a competitor emerged on the scene.

FHP Wireless develops and sells Wi-Fi networking hardware with value-added software to create "wireless meshes," the technology that makes metro-scale Wi-Fi coverage possible. A wireless mesh connects many wireless routers together in a network that reduces backhaul (the connection between a particular network and the internet) costs by an order of magnitude over alternative metro-scale solutions. Follows the founders through the development of the FHP product, financing, and the company's early attempts to bring its product to market. Concludes as the company faces several strategic alternatives to addressing its unexpectedly slow revenue ramp. The company must choose between several target markets, and the decision is complicated by a declining cash balance and a new investor.