Month: October 2025
Practical AI for Real-World Use with David Evans (Ep. 5)

Practical AI for Real-World Use with David Evans (Ep. 5)

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What does artificial intelligence really mean for industries like finance, and why do so many get it wrong?

In this episode of The Outstanding Shift, Andrew Evans sits down with his brother, David Evans, Senior Machine Learning Model Developer at Duolingo, who had previous stints at Google and other major tech companies. Together, they dig into the myths, fears, and realities of AI, from its 70-year evolution to the transformative “Attention is All You Need” paper, and how today’s large language models (LLMs) can be powerful workflow tools rather than just flashy novelties.

Andrew and David discuss:

  • Why finance has been slow to adopt AI and what is really behind that hesitation
  • The surprising ways AI can (and cannot) think
  • Practical, compliance-conscious steps for integrating AI into your daily work
  • How to spot hype versus real utility in an AI tool
  • And more!

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Connect with David Evans:

About Our Guest:

David Evans is a Senior Machine Learning Model Developer at Duolingo, specializing in large language model applications for language learning. With a career that spans Google, multiple tech startups, and cutting-edge AI research, David brings a unique perspective on how AI is built, deployed, and adapted to solve real-world problems. His current work focuses on creating high-quality, freeform conversation experiences for Duolingo Max users, blending technical expertise with an understanding of human learning.

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Why Gen Z Thinks Finance Needs a Makeover with Caileigh Carfang & Drew Keesee (Ep. 4)

Why Gen Z Thinks Finance Needs a Makeover with Caileigh Carfang & Drew Keesee (Ep. 4)

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What happens when you ask Gen Z why the financial advisory industry “sucks?”You get the truth, and it’s exactly what the industry needs to hear.

How do younger professionals really view financial advisors? What are they craving in a workplace, and where is the industry falling short?

In this episode, Andrew Evans is joined by Caileigh Carfang, Administrator at Rossby Financial, and Drew Keesee, Technical Liaison at Rossbyl. Together, they take an unfiltered look at what Gen Z wants from financial services, both as clients and as professionals. 

Key Points:

  • Gen Z perceives financial advisors as unnecessary due to the abundance of online information, yet many overlook the importance of guidance and accountability
  • The financial industry often feels exclusive or intimidating to younger and less affluent individuals, especially women
  • There’s a strong need for consolidation of tools and better workflow systems to reduce stress and complexity for both advisors and staff
  • Over-reliance on automation and AI has led to a loss of genuine human interaction, which Gen Z values more than expected
  • A shift in mindset is happening, with younger generations craving personalized advice and authentic relationships in their financial journeys
  • And more!

Previous Episodes of Interest:

Connect with Rossby Financial: 

Connect with Andrew Evans: 

Connect with Drew Keesee: 

Connect with Caileigh Carfang: 

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