The First Customer – How a Detour Became a Superpower with CEO Steven Webster

In this episode, I was lucky enough to interview Steven Webster, CEO of asensei. Steven reflects on the importance of learning through iteration. He shares how some of the company"s earlier choices—while later adjusted—were necessary stepping stones that shaped their current success. Rather than dwell on what could have been done differently, Steven focuses on how each decision sharpened their perspective and helped them build what he confidently calls the best solution in the market today. It’s a reminder that progress often comes from navigating uncertainty with curiosity and humility. Steven also unpacks how asensei’s customer base has grown beyond its original vision. While he initially anticipated serving the sports coaching market, connected fitness quickly became the company’s foundation. With strength training rising in popularity and digital fitness becoming more sophisticated, asensei now leads that category. This traction has opened doors to other markets like connected healthcare—particularly in physical therapy—and even brick-and-mortar gyms, where members increasingly expect personalized, tech-powered experiences. As Steven puts it, the company isn’t just trying to win the market—it’s theirs to lose. See how hindsight, patience, and smart execution propelled Steven Webster and asensei to the top of connected coaching in this episode of The First Customer! Guest Info: asensei http://www.asensei.ai Steven Webster"s LinkedIn https://www.linkedin.com/in/stevenwebster/ Connect with Jay on LinkedIn https://www.linkedin.com/in/jayaigner/ The First Customer Youtube Channel https://www.youtube.com/@thefirstcustomerpodcast The First Customer podcast website https://www.firstcustomerpodcast.com Follow The First Customer on LinkedIn http://www.linkedin.com/company/the-first-customer-podcast/