Ben's on-and-off flame, Ashley, comes to town and the two immediately pick up where they left off. But when Sarah and Ashley have a run-in at a Villa party, Ben is caught in a compromising position between his two ladies. Ben and Hermione wine and dine another potential investor for Ignite, but with bills piling up and deadlines that need to be reached, they are on pins and needles waiting for the answer they're dying to hear.

On the season finale, David gets ready for his Goal Sponsors launch party hoping to attract enough beta users to put his product to the test. Ben and Hermione are waiting with bated breath for the $500k promised to them by their Ignite investors. Dwight finally moves to San Francisco, and reveals big news to Kim who is also feeling the pressure of taking her start-up from stealth mode to reality. At the launch party, David has a run-in with Sarah that could change the nature of their relationship forever.