Navin Gupta


Navin Gupta is Chief Executive Officer of iN2L + LifeLoop. Navin joins iN2L + LifeLoop with more than two decades of experience in different domains, including healthcare, security, and telecommunication. His expertise includes an interdisciplinary background in business and technology.

He most recently served as Senior Vice President of ResMed SaaS leading the combined MatrixCare and HEALTHCAREfirst Home and Hospice software and service businesses. He brings a proven track record of growth and execution leading the business to KLAS wins for three years in a row.

Prior, he held technical and management positions with Philips Healthcare, United Technologies, and Siemens at various locations in India, Germany, and USA. Navin holds an MBA from the Kelly School of Business at Indiana University, a Master’s Degree in Information Systems from Florida State University, and a Bachelor’s Degree in Computer Science and Engineering from Bangalore University in India.

Jack York Founder iN2L head shot

Jack York


Jack York, iN2L’s fearless Co-Founder, has earned a respected reputation in senior living for his charismatic, mission-driven approach in building an organization around the idea that it’s never too late for a fulfilling life. The impetus for what became iN2L was a philanthropic idea to donate computers to assisted living communities and nursing homes in Southern California. With Jack’s tenured background in Silicon Valley as a strategic sales leader, he saw a vast potential in fostering these connections between seniors and the outside world, but also saw that conventional technology was too difficult for most older adults to use in a meaningful way. So he decided to find a way to make technology accessible for all levels of physical and cognitive ability.

Jack is a sought-after national and international speaker on technology being used to create personalized experiences that engage and connect older adults to their loved ones and the world at large, specifically individuals with dementia.

Dylan Conley joins iN2L as VP of Technology

Dylan Conley


Dylan Conley serves as iN2L + LifeLoop’s Chief Technology Officer, leading the engineering teams and overseeing the development of our industry-leading solution. Prior to joining iN2L, Dylan spent nearly a decade with Oracle Corporation, where he held several key roles in the Cloud Applications division, driving the delivery of enterprise software. An accomplished innovator, Dylan holds multiple patents in the software space.

Dylan holds a Bachelor of Science degree in Electrical Engineering and Computer Engineering from Marquette University.

Amy Johnson

Amy Johnson


As the Co-Founder and CEO of LifeLoop, an operational platform that focuses on lifestyle management and resident engagement that connects families, residents, and staff, Amy Johnson joined the executive team following iN2L’s acquisition of LifeLoop. In her role as Chief Strategy Officer of the combined organization, Amy oversees initiatives driven by the Marketing and Product teams to continually develop and provide innovative solutions for the senior living industry.

Prior to LifeLoop, Amy spent 11 years in the insurance industry specializing in sales, marketing, and account management. In 2019, Amy was selected as an Argentum Senior Living Leader Under 40. She was also selected as Entrepreneur of the Year in Omaha in 2018. Amy has a Bachelor’s degree in Family and Consumer Science from the University of Nebraska – Lincoln.

Paula Sobb


As Chief Customer Officer, Paula brings more than twenty years of experience in enterprise technology, including supply chain, data management, and telecommunication to iN2L + LifeLoop.

Paula is a Customer Success executive leader with over a decade of CS experience leading high-performance, data-driven, post-sales customer success teams. She most recently served as the Senior Vice President of Customer Success for the global CPaaS company Sinch, where she developed the strategy and created teams centered on onboarding, customer success, and operations during their hyper-growth phase of $800M to $1.8B in revenue. Having developed her career over 25+ years from individual account manager roles to customer success and then into CS leadership, she is truly passionate about helping customers achieve value through customer success.

Paula has her bachelor’s degree in Mass Communications from Louisiana State University and professional certifications in leadership training and business protocol.

Rachel Vincion

Rachel Vincion


With 25 years of experience and success in leading finance and strategy for high-growth healthcare SaaS companies, Rachel Vincion brings an extensive operational background that drives long-term value for organizations. Most recently, she increased enterprise value by 40% for PlayMaker Health, where she also spearheaded three investment banking processes and oversaw the successful acquisition of a major competitor. In her role as iN2L + LifeLoop’s Chief Financial Officer, Rachel will be pivotal in helping the Executive Leadership Team define the future direction for continued strategic growth.

Rachel holds a Bachelor of Science in Accounting from Saint Mary’s College of California.