* The four parts of an organization that should be the focus on any digital transformation effort, including business strategy and business model, internal operations, customer touchpoints, and skills and operating model.
* Gupta believes that transformation should begin with an examination of customer pain points, rather than bigger technology changes.
* How the blurring of industrial boundaries is forcing companies to ask, “What business am I in,” and develop competitive advantages by creating compliments and network effects.
* How Best Buy redefined its business to successfully compete with Amazon by changing its cost structure with the store-within-a-store model, and then used that revenue to build out service and subscription offerings.
* How the New York Times successfully moved to a profitable subscription model, despite traditional media facing challenges in realizing significant online advertising revenue.
* How John Deere changed its business model and began hiring data scientists after realizing it wasn’t in the business of selling farm equipment, but rather, was in the business of farm management and making farmers more productive.
* How the nature of competition has shifted from across products to across ecosystems and platforms, and why companies should look to partner externally to succeed here.
* Why innovation labs alone are not effective, and companies instead need to focus on transforming the core of their business proposition and not just the sides.
* The responsibility senior management has to retrain employees in order to stay competitive, and how Unilever has done so by pairing junior and senior employees to create a diverse mentorship platform.
* Advice on how to pitch a multi-year digital transformation to a skeptical management team or board