Upside/ˈʌpsaɪd/ Definition 1 of 4Pro Tip 1/3Optimistic View Used to express a hopeful perspective on a challenging situation. The project failed, but the upside is we gained valuable experience. Pro Tip 2/3Hidden Benefits Look for 'upside' to express unforeseen positive outcomes in difficult scenarios. Despite getting lost, the upside was discovering a beautiful trail. Pro Tip 3/3Balance Negative 'Upside' can balance a conversation that focuses heavily on negatives. Yes, it's raining, but the upside is it's good for the gardens.