On Freund was one of the minds behind the scenes of the now-iconic WeWork startup story. He held three roles at the company: VP of Engineering, VP of Product, and Global Head of Markets at WeWork Labs. The software his team built demonstrated rigor, engineering grit, and strong logic. It’s the reason why WeWork is, at its core, a tech company. Now, Freund has entered into a new season of his career as co-founder and CEO of Wilco, which is a platform for developers of every skill level to advance in their talents and career journeys. Like a flight simulator, it offers challenges that are meant to prepare developers for the realities of what they will face on the job, moving beyond what they might learn in a classroom or boot camp to scenarios taken from real workplace experiences.