20VC: Box's Aaron Levie on Why Founders Cannot Hedge Their Bets, The 2 Categories of Wrong Decision and How To Avoid Them & The Biggest Dangers of Being Over-Funded as a Startup

Serial entrepreneurship is overrated: Whether it’s your first or seventh company, entrepreneurship is about choosing the right market at the right moment

Product is king: You can always layer sales on top of product-led growth (existing demand)

When scaling a business, founders should directly solve fewer and fewer problems: Hire leaders to grow the business. Delegation allows founders to focus on their strengths & passions. 

Never hedge your bets as a company – if you have two paths, you have no paths. You have limited resources, don’t lower your ceiling with two allocations. Don’t split bets. Always have ambitious and idealistic goals that are balanced with reasonable accountability

Do you want to be more like Amazon or Apple?

Design and innovation are directly influenced by the architecture of your organization, it’s important to know your identity

Amazon: Decentralized with an innovation focus

Apple: Centralized with a design focus