TECH011: THE HISTORY OF AI AND CHATBOTS W/ DR. RICHARD WALLACE

TECH011: THE HISTORY OF AI AND CHATBOTS W/ DR. RICHARD WALLACE

30 December 2025

Dr. Richard Wallace, creator of ALICE and AIML, shares his journey from 1990s chatbot innovation to today’s AI frontiers. Discover how minimalist design, rule-based systems, and early wins at the Loebner Prize shaped modern chatbots.

Dr. Wallace and Preston also explore AI’s learning methods, human vs machine intelligence, and the evolving role of creativity in artificial minds.

SUBSCRIBE

IN THIS EPISODE, YOU’LL LEARN

  • How a 1990 NYT article inspired Richard Wallace’s AI journey
  • What made the ALICE chatbot revolutionary in its time
  • The principles behind minimalist robotics and their influence on AI
  • How AIML works and why it was crucial to early chatbot success
  • The contrast between supervised and unsupervised learning methods
  • Why LLM decision-making processes remain hard to interpret
  • How humans and chatbots use language in surprisingly robotic ways
  • The philosophical roots of the Turing Test and its modern critiques
  • Insights on combining symbolic and neural approaches in AI today
  • What Wallace is working on now at Franz in medical AI predictions

Disclosure: This episode and the resources on this page are for informational and educational purposes only and do not constitute financial, investment, tax, or legal advice. For full disclosures, see link.

TRANSCRIPT

Disclaimer: The transcript that follows has been generated using artificial intelligence. We strive to be as accurate as possible, but minor errors and slightly off timestamps may be present due to platform differences.

[00:00:00] Intro: You are listening to TIP.

[00:00:03] Preston Pysh: Hey everyone, welcome to this Wednesday’s release of Infinite Tech. Today’s episode is a deep dive into the early foundations of conversational AI and what they reveal about today’s language models. My guest is Dr. Richard Wallace, a pioneering chatbot creator and three time Loebner prize winner.

[00:00:20] Preston Pysh: Best known for building ALICE and the AIML language that powered early conversational systems. The Loebner Prize was an annual competition designed to implement Alan Turing’s imitation game, awarding the chatbot that could most convincingly carry on a humanlike text conversation with judges just as an FYI.

[00:00:39] Preston Pysh: So during the show, we talk about why simplicity beat scale in the early AI race, how supervised rule-based systems differ from modern LLMs, what the Turing test actually misses and why combining symbolic reasoning with neural networks may matter more than raw model size. This is surely an episode you will not want to miss.

[00:00:58] Preston Pysh: So without further ado, let’s jump right into the conversation.

[00:01:05] Intro: You are listening to Infinite Tech by The Investor’s Podcast Network, hosted by Preston Pysh. We explore Bitcoin, AI, robotics, longevity, and other exponential technologies through a lens of abundance and sound money. Join us as we connect the breakthroughs shaping the next decade and beyond empowering you to harness the future today.

[00:01:27] Intro: And now here’s your host, Preston Pysh.

[00:01:39] Preston Pysh: Hey everyone. Welcome to the show. I’m here with Richard Wallace and wow, this is really exciting for me to talk to such a pioneer in this space in the chatbot AI space. And first of all, welcome to the show. Excited to have you here.

[00:01:54] Dr. Richard Wallace: Thank you. Thank you, Preston. It’s a pleasure to be here as well.

HELP US OUT!

Help us reach new listeners by leaving us a rating and review on Spotify! It takes less than 30 seconds, and really helps our show grow, which allows us to bring on even better guests for you all! Thank you – we really appreciate it!

BOOKS AND RESOURCES

Some of the links on this page are affiliate links or relate to partners who support our show. If you choose to sign up or make a purchase through them, we may receive compensation at no additional cost to you.

NEW TO THE SHOW?

SPONSORS

Support our free podcast by supporting our sponsors:

*Paid endorsement. Brokerage services provided by Open to the Public Investing Inc, member FINRA & SIPC. Investing involves risk. Not investment advice. Generated Assets is an interactive analysis tool by Public Advisors. Output is for informational purposes only and is not an investment recommendation or advice. See disclosures at public.com/disclosures/ga. Past performance does not guarantee future results, and investment values may rise or fall. See terms of match program at https://public.com/disclosures/matchprogram. Matched funds must remain in your account for at least 5 years. Match rate and other terms are subject to change at any time.

References to any third-party products, services, or advertisers do not constitute endorsements, and The Investor’s Podcast Network is not responsible for any claims made by them.

CONNECT WITH PRESTON

CONNECT WITH RICHARD

PROMOTIONS

Check out our latest offer for all The Investor’s Podcast Network listeners!

WSB + BFF + RWH Promotions

The Intrinsic Value Newsletter