Milton Jackson headshot

About Me /

Hi, I'm Milton Jackson, a design leader with over 18 years of experience in the financial and media industries. I've had the privilege of working with some of the most prominent companies in the world, including ESPN, Travelers, The Hartford, and Bank of America. Throughout my career, I've been passionate about using design thinking and user-centered design to create products and services that meet the needs of users while also delivering business value.

As Head of Design at The Hartford, I led a diverse team of designers, UX writers and usability engineers responsible for creating digital experiences that helped families protect their vehicles and homes, workers protect their jobs, mother's reduce the stress of life with a new born and large companies secure their assets.

Prior to my role at The Hartford, I spent several years United Technologies, and Travelers Insurance but most notably at ESPN, where I played a key role in the design and development of the network's digital platforms. In my time, I helped design several high-profile initiatives, including the WatchESPN mobile app, ESPN.com, ESPN Outside the Lines, and ESPNFC.com; working closely with cross-functional teams to ensure a consistent brand experience across an array of browsers and connected devices.

I also served SVP & Executive Director of Experience Design at Bank of America, where I oversee design and content strategy of the bank's wealth, retirement, financial wellness, rewards and ESG digital products.

In 2023, I returned to The Hartford as VP & Head of Customer Growth where I'm leading a multi-disciplinary team focused on customer and market research, growing our enterprise voice of customer program and leading customer retention and customer-focused innovation.

I hold a master's degree in Technology Entrepreneurship from the University of Maryland and a bachelor's in History and Social Sciences from Eastern Connecticut State University. I am a frequent speaker and mentor in the design community. I'm passionate about creating inclusive teams and helping organizations create products and services that make a real difference in people's lives.