413: How Shipt Founder Bill Smith is Serving a New Generation of Renters

<p><span style="font-weight: 400;">Bill Smith asked for a briefcase on his 5th birthday, and it’s been all business since. After dropping out of school at age 16, Bill started, built, and sold 3 companies over the past 15 years. His last business, grocery delivery service Shipt, sold to Target in 2019 for half a billion dollars. But Bill didn’t rest on his success. The same year he exited Shipt, he started Landing, a flexible and furnished rental apartment service. So what’s next for this wunderkind turned startup mogul? </span></p> <p> </p> <p><span style="font-weight: 400;">Listen to Nathan and Bill discuss</span></p> <ul> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">Dropping out of school without his parents knowing</span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">Figuring out the prepaid technology business </span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">Exiting his first company to Green Dot Corporation </span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">His step-by-step process for proving a business idea</span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">Why he never takes breaks between businesses </span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">Proving demand in the early days of Shipt </span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">Selling Shipt to Target for half a billion dollars</span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">Why selling Shipt changed his philosophy of business</span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">His goal to build Landing into an enduring company</span></li> <li style="font-weight: 400;" aria-level="1"><span style= "font-weight: 400;">And much more business scaling advice…</span></li> </ul> <p> </p> <p> </p> <p><sp