Chatbots and Human Conversation

For most of history, communicating with a computer has not been like communicating with a person. In their earliest years, computers required carefully constructed instructions, delivered through punch cards; then came a command-line interface, followed by menus and options and text boxes. If you wanted results, you needed to learn the computer’s language.

This is beginning to change. Large language models—the technology undergirding modern chatbots—allow users to interact with computers through natural conversation, an innovation that introduces some baggage from human-to-human exchanges. Early on in our respective explorations of ChatGPT, the two of us found ourselves typing a word that we’d never said to a computer before: “Please.” The syntax of civility has crept into nearly every aspect of our encounters; we speak to this algebraic assemblage as if it were a person—even when we know that …

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Whatfix nabs $90M to help workers onboard and get the most out of their IT stacks

“Digital transformation” has been on the mind of many an organization in the last year: the pandemic and the shift it’s brought to how we work are speeding up investments in new apps, infrastructure and work practices to improve productivity regardless of where we sit all day. Now, it looks like we’re on to the […] Continue reading Whatfix nabs $90M to help workers onboard and get the most out of their IT stacks

Chatbots, Maintenance and Monitoring: Security Automation

Last week the Identity Theft Resource Center (ITRC) unveiled its virtual victim assistant, ViViAN, to serve identity crime victims after-hours and on weekends. Developed in partnership with the SAS Institute, an anti-fraud software and services compan… Continue reading Chatbots, Maintenance and Monitoring: Security Automation

Moveworks expands IT chatbot platform to encompass entire organization

When investors gave Moveworks a hefty $75 million Series B at the end of 2019, they were investing in a chatbot startup that to that point had been tuned to answer IT help question in an automated way. Today, the company announced it had used that money to expand the platform to encompass employee questions […] Continue reading Moveworks expands IT chatbot platform to encompass entire organization

Leena AI nabs $8M Series as it expands from chatbots to HR service platform

When we covered Leena AI as a member of the Y Combinator Summer 2018 cohort, the young startup was firmly focused on building HR chatbots, but in the intervening years it has expanded the vision to a broader HR policy platform. Today, the company announced an $8 million Series A led by Greycroft with help […] Continue reading Leena AI nabs $8M Series as it expands from chatbots to HR service platform

‘Bot or Not?’ – a game to train us to spot chatbots faking it as humans

Can you tell whether you’re talking to a human or AI? Continue reading ‘Bot or Not?’ – a game to train us to spot chatbots faking it as humans

Directly, which trains customer service chatbots with expert advice, raises $11M more

Directly, a startup whose mission is to help build better customer service chatbots by using experts in specific areas to train them, has raised more funding as it opens up a new front to grow its business: APIs and a partner ecosystem that can now also tap into its expert network. Today Directly is announcing […] Continue reading Directly, which trains customer service chatbots with expert advice, raises $11M more

Kustomer acquires Reply.ai to enhance chatbots on its CRM platform

Last December, when CRM startup Kustomer was announcing its latest round of funding — a $60 million round led by Coatue — its co-founder and CEO Brad Birnbaum said it would use some of the money to build more RPA-style automations into its platform to expand KustomerIQ, its AI-based product that helps understand and respond to […] Continue reading Kustomer acquires Reply.ai to enhance chatbots on its CRM platform