The world of technology and travel is changing fast, and in recent years, the lines between software and real-world experiences have started to blur. Companies are combining the power of cloud computing, artificial intelligence, and automation to improve how we live, work, and even take vacations. In particular, the rise of tech-enabled platforms is transforming industries like software development and luxury hospitality. This movement is driven by a new generation of entrepreneurs who understand both code and customer experience—people who can spot problems and use innovation to fix them.
One of the most notable figures in this space is John Andrew Entwistle. Born and raised in Katonah, New York, Entwistle showed an early interest in technology and business. From a young age, he was fascinated by computers. He spent his free time experimenting with coding and building online platforms. By the age of 13, he had already launched his first internet business, hosting video game servers from his home. This hands-on project introduced him to important ideas like networking, cloud computing, and digital business models. It also gave him a head start in understanding how to run and grow a tech business.
Instead of taking a traditional path through school, Entwistle focused on real-world experience. He spent his teenage years improving his programming skills, building websites, and working on different software projects. He connected with industry professionals and looked for every opportunity to turn his ideas into companies. His drive and talent eventually led to the co-founding of his first major company, Coder, in 2016 when he was just 17 years old.
Coder is a cloud-based software development platform that allows developers to code remotely by hosting their development environment in the cloud. This approach not only improved productivity for developers but also made it easier for teams to work securely from anywhere in the world. At age 20, Entwistle helped Coder raise a $4.5 million seed round. Just a few years later, in 2020, he led a $30 million Series B funding round to help the company grow even more. Under his leadership, Coder attracted major clients like Netflix, Dropbox, Goldman Sachs, and Mercedes-Benz.
Entwistle’s success didn’t go unnoticed. He was awarded the Thiel Fellowship, a program that supports young entrepreneurs who want to build companies instead of attending college. In 2021, he stepped down from his executive role at Coder but stayed on the board of directors, continuing to shape the company’s future.
Shortly after leaving Coder, Entwistle started his next big venture: Wander. Launched in May 2021, Wander is a startup that focuses on luxury short-term vacation rentals. The idea behind Wander was simple—combine the consistency and quality of high-end hotels with the comfort and privacy of vacation homes. But the execution was anything but simple. Entwistle applied cutting-edge technology to create a seamless experience for both guests and property owners.
Wander stands out in the travel and lodging industry by being a vertically integrated company. It uses automation, artificial intelligence, and its own platform to manage everything from bookings to property operations. One of its key features is WanderOS, a proprietary AI system that handles guest communication, vendor coordination, and operational tasks. This reduces the need for human involvement and increases efficiency.
The company’s platform also includes a smart booking engine that works smoothly on both mobile and desktop devices, and guests enjoy 24/7 support through an AI-powered concierge. Entwistle ensures that each property listed on Wander meets high standards of quality so travelers know they can expect a consistent experience no matter where they go.
To test the market, Entwistle introduced paid founding memberships, giving early customers special access while validating the concept. By 2022, Wander had raised $30 million in venture funding and formed partnerships with premium travel providers. The company was quickly recognized as an emerging leader in the luxury travel tech space.
Wander’s success didn’t just come from its technology—it also had strong financial performance. The company grew its user base, increased bookings, and maintained healthy profit margins. Marketing strategies included organic search, influencer collaborations, and loyalty programs, all of which helped the brand build a loyal customer base.
Under Entwistle’s leadership, Wander continues to grow. The platform appeals to a wide range of travelers by offering a mix of luxury hotels and vacation homes, all in one place. It’s filling a gap in the global lodging market by offering both trust and consistency in a space that’s often unpredictable. As the market for high-end vacation rentals grows, Wander is well-positioned to lead.
Behind the scenes, Entwistle has built a strong team of experts in both tech and hospitality. He continues to be involved in every part of the business, always looking for ways to improve the user experience and streamline operations. His long-term goal is to expand Wander’s presence and set a new standard for travel through technology.
His efforts have not gone unnoticed. Entwistle has been recognized in Forbes 30 Under 30 for Enterprise Technology, Business Insider’s 30 Rising Stars of Real Estate, and multiple features in outlets like CNBC and TechCrunch. He has become a respected voice in both the tech and travel industries.