[2] LoCascio was the inventor of web chat for customer support in 1997 which was issued US6519628B1 patent in 1999, saying "I started LivePerson after one of my first experiences on the Internet.

LivePerson gained hold in the market being dubbed “the thriving alley survivor you’ve never heard of” by Crain's New York.

[12] LoCascio was profiled in Forbes’ series of Thought Leaders Changing the Business Landscape[13] and The New York Times’ Corner Office,[14] and is the winner of the 2015 Smart CEO Circle of Excellence Award in Technology.

[16] LoCascio is the founder of EqualAI, a nonprofit organization focused on reducing unconscious bias in the development and use of artificial intelligence.

[citation needed] He founded the organization in partnership with Arianna Huffington, Jimmy Wales, Justine Cassell, and Baroness Lane Fox.

The launch of the company featured Michael Bommer, Eternos first client who was a terminally ill cancer patient, and his quest to become the first AI to preserve his legacy.

[20] Its first program was FeedingNYC, a hunger-relief project which delivers boxed meals to sheltered families in need throughout New York City on Thanksgiving.

[22] In 2014 the Dream Big Foundation expanded and launched a new program to fund, mentor and coach budding entrepreneurs from the Brownsville, Brooklyn community by opening a cafe there.

LoCascio wrote “Providing these budding entrepreneurs with those tools and resources to turn their idea into a successful business is the key to growing this community from the inside out, rather than becoming a casualty of gentrification.

[25] LoCascio was one of the founders of EqualAI in 2018, which is a non-profit focussed on providing frameworks for delivering AI in a safe and equitable manner.