

The Great Financial Services Debate
May 23, 2025
Josh Reeves, CEO of Gusto, shares insights on providing tailored payroll solutions for small businesses. Gabriel Stengel of Rogo discusses training AI for investment firms, raising debates on the trustworthiness of tech in finance. Jeff Seibert from Digits dives into the automation of bookkeeping and the challenges of merging software with financial services. Together, they explore the balance between innovation, user experience, and the evolving landscape of financial technology amidst shifting economic dynamics.
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AI's Disruptive Potential in Fintech Services
- Fintech firms debate AI's role in transforming service-heavy industries like accounting and legal tech.
- Large language models enable new business models but challenges remain for fully automating these service tasks.
AI Analyst Augments Banking Work
- Rogo develops an AI analyst to augment, not replace, investment banking analysts.
- Their goal is to be more efficient than a novice human analyst, not perfect.
Hybrid AI in Bookkeeping
- Digits uses machine learning to automate bookkeeping with high accuracy.
- Large language models are used only as a fallback for novel transactions.