Valentine's day is approaching, and Alan wants to make it special for Lindsay. Unfortunately, his plans go awry at the last minute. Kate is back in town and wants to meet up with Walden, but can he convince her to take him back?
As Alan gets increasingly comfortable living in the beach house. Walden wants to invest in his girlfriend Kate's fashion career, without her discovering that he is billionnaire Walden Schmidt rather than broke Sam Wilson, as he has led her to believe. The stress of this deception begins to affect Walden's health.