AI at Work

AI at Work 6 | 11

Amy and Jason engage in a thought-provoking conversation about the impact of AI at work in the realm of Radical Candor. They delve into the evolution of AI, its impressive and limiting aspects, and the challenges of its adoption. They also highlight the importance of interpersonal skills and domain expertise in the age of AI, and how it can be a game-changer in conflict resolution and communication. Jason showcases the Radical Candor Knowledge Bot and Practice Partner as prime examples of AI applications in the field.

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Radical Candor Podcast: Episode at a Glance



@betterlegal Ai tools actually worth your time #aitools #ai #chatgpt #chatgpt4 #chatgpt3 #aibusinessjourney #aibusinesstools #businessautomation #chatgptprompts ♬ City – lofi’chield

Here’s How AI Summed Up This Conversation

*Our robot makes some mistakes—listen to the episode for a 100% accurate account of Jason and Amy’s conversation.

AI technology and its rapid advancement

  • Jason Rosoff reflects on the rapid change in AI technology, from being amazed by chat GPT’s ability to create song lyrics and poems to now feeling somewhat nonplussed by its capabilities.
  • Amy Sandler asks Jason about his thoughts on the relationship between AI and the practice of Radical Candor, and Jason shares his own experiences and lessons learned in using AI for the company’s growth.
  • Jason Rosoff finds large language models impressive but less so over time as he becomes more familiar with them.
  • Rosoff notes that these models are not great at nuanced detail, leading to a lackluster output when asked for something specific.

AI adoption, skills development, and limitations

  • Amy Sandler expresses confusion about the purpose of AI, citing research that 77% of companies are adopting it but struggling to determine its use cases.
  • Jason Rosoff acknowledges the uncertainty but believes that the current AI versions are a precursor to significant technological changes that are already happening.
  • Organizations prioritize developing human skills like interpersonal communication and domain expertise to complement AI capabilities.
  • Jason Rosoff explains that current AI is limited by its training data, unable to identify novel patterns or handle unexpected situations.
  • He believes future AI could reprogram itself and write its own instructions for handling unforeseen events.

AI, emotion, and interpersonal skills

  • Jason Rosoff discusses the potential for AI to surpass human intelligence in specific domains, and the need to consider how knowledge will be preserved and passed on to future generations.
  • The conversation raises questions about what it means to be human, and how AI may impact our understanding of human existence.
  • AI lacks emotions, so it doesn’t take things personally, but can be trained to respond empathetically.
  • Jason Rosoff discusses the limitations of human emotion and the potential benefits of AI in managing emotions.

AI’s potential in conflict resolution and emotional management

  • Amy Sandler marvels at AI’s attempts at illustration, despite errors, and values curiosity over criticism.
  • Jason Rosoff suggests AI could aid in conflict resolution by providing a dispassionate perspective.

Using AI to improve communication and conflict resolution

  • Amy Sandler discusses the importance of being clear and direct in communication, while also being aware of the emotional impact of one’s words.
  • Jason Rosoff agrees, citing the potential for AI language models to improve communication by summarizing and reflecting on emotional cues.
  • Jason Rosoff developed a chatbot and practice partner for Radical Candor, using large language models like GPT and Gemini.
  • The chatbot is trained on 350 blog posts, podcasts, and the second edition of the book “Radical Candor,” and can answer questions on those topics.

Radical Candor Practice Partner

  • Jason Rosoff suggests using a tally system to gauge if you’re practicing Radical Candor correctly.
  • Jason Rosoff discusses the importance of self-assessment in practicing Radical Candor, highlighting the practice partner’s ability to provide a helpful conversation on certain topics.
  • The practice partner is a conversational bot trained to talk to users about specific topics, such as having a promotion conversation, and helps users understand how to counsel someone who thinks they’re ready for a promotion but the manager disagrees.
  • Jason Rosoff discusses a tool that evaluates Radical Candor in conversations, providing feedback on areas such as care personally, challenge directly, and empathy.
  • The tool allows users to change the attitude of the “bot player,” affecting the tone and outcome of the conversation.

AI adoption and its impact on business models

  • Radical Candor CEO Jason Rosoff discusses an AI-powered chatbot for client inquiries, with demos available for interested parties.
  • McKinsey research suggests that Gen AI capabilities are likely to inform C-suite discussions, and leaders should ask themselves critical questions about the new nature of work in Gen AI-enabled organizations.
  • Jason Rosoff, Chief Tinker, believes that McKinsey’s questions are an attempt to sell consulting hours, rather than providing valuable insights.

Ethical considerations of AI in business growth

  • Jason Rosoff discusses ethical considerations of using AI in business, including the potential for subject matter experts to create initial responses similar to those produced by a bot.
  • Jason Rosoff highlights the importance of considering ethical implications of AI in business decisions, particularly in regard to its impact on employees.
  • He emphasizes the need for responsible and ethical engagement with AI technology to ensure its development and use aligns with societal values.

Using AI tools to improve work efficiency and skills

  • Jason recommends starting with ChatGPT subscription to learn AI tools and include them in work processes.
  • Jason Rosoff reflects on his experience using Chat GPT and Chat TPG to complete tasks, finding that he was able to save time and understand the concepts better by asking the AI for help.
  • Rosoff expresses his desire to continue exploring AI tools to make himself smarter and faster, not just for business purposes.
  • He shares an example of using Chat GPT to analyze sales data and produce useful insights, despite the AI making some mistakes in the code it generated.

AI’s impact on writing and journalism

  • Jason Rosoff wonders how AI can make him smarter or faster, and he thinks it might be helpful for other people to consider this question.
  • Brandi shares her perspective as a writer and journalist, noting that AI can be helpful for certain types of writing but may not replace creative writing jobs.
  • Jason Rosoff: AI-generated content can be novel and interesting, but also derivative and lacking in trustworthiness.
  • Brandi: AI articles may be less trustworthy than those written by experienced journalists, and it’s important to use the human brain to evaluate advice.

AI ethics and responsible use

  • Jason Rosoff and Amy Sandler discuss the ethical implications of AI using human-generated content without proper attribution.
  • Jason Rosoff suggests using social networks to find people doing interesting things in AI and learning from them.
  • He recommends subscribing to newsletters like the AI Tool Report for technical resources and community participation.
  • Jason Rosoff closes the episode with a call to action for listeners to visit for resources and to subscribe to the podcast.


AI at Work

00:00 Introduction and AI Identity
02:26 The Evolution of AI and the Role of Large Language Models
05:25 The Impressive and Limiting Aspects of AI
08:56 The Relevance of AI and the Challenges of Adoption
12:01 The Importance of Interpersonal Skills and Domain Expertise
25:16 The Role of AI in Clarity and Conflict Resolution
29:16 The Radical Candor Knowledge Bot and Practice Partner
34:56 The KnowledgeBot and Self-Assessment
36:20 Using AI for Therapy and Existential Questions
39:35 The Practice Partner for Radical Candor
45:26 AI in the C-Suite and Business Value
48:09 The Shift of Roles and Talent Management
52:45 AI Making Leaders Smarter and Faster
58:05 AI’s Impact on Writing and Journalism
01:06:19 Ethical Considerations and Responsible AI
01:08:10 Tips for Getting Started with AI
01:10:20 Tips for Learning AI
01:10:32 Finding Interesting AI Applications

Radical Candor Podcast Checklist

  1. Start with a ChatGPT subscription to learn AI tools and include them in work processes.
  2. Subscribe to newsletters like the AI Tool Report for technical resources and community participation.
  3. Use social networks to find people doing interesting things in AI and learn from them.

Radical Candor Podcast Resources 


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The Radical Candor Podcast is based on the book Radical Candor: Be A Kickass Boss Without Losing Your Humanity by Kim Scott.

Radical Candor podcast

Episodes are written and produced by Brandi Neal with script editing by Amy Sandler. The show features Radical Candor co-founders Kim Scott and Jason Rosoff and is hosted by Amy Sandler. Nick Carissimi is our audio engineer.

The Radical Candor Podcast theme music was composed by Cliff Goldmacher. Order his book: The Reason For The Rhymes: Mastering the Seven Essential Skills of Innovation by Learning to Write Songs.

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