Jason Berwanger, CEO and co-founder of Hubify, joins Isaac to discuss why the accounting industry needs to focus on bulletproof automation before jumping into AI solutions. Drawing from his experience leading financial systems through Root Insurance's IPO and now serving high-volume PLG companies like Strava, Jason explains the critical difference between deterministic and probabilistic problems in finance. The conversation covers the challenges of building sustainable accounting tech companies, why venture capital approaches often misalign with accounting buyers' risk tolerance, and how the industry can avoid the pitfalls of "tourist" founders who lack real practitioner experience.

• (00:00 ) - Introduction and Welcome
  


• (00:44 ) - Meet Jason Berwanger: CEO and Co-Founder at HubiFi
  


• (01:55 ) - Jason's Journey in Accounting and Technology
  


• (06:14 ) - The Intersection of Finance and Data
  


• (08:19 ) - Becoming an Entrepreneur in Accounting
  


• (12:14 ) - Advice for Aspiring Accounting Entrepreneurs
  


• (16:24 ) - The Role of Venture Capital in Accounting Tech
  


• (24:16 ) - Automation and the Future of Accounting Jobs
  


• (28:23 ) - The Strategic Role of Accounting and Finance in the Era of AI
  


• (31:36 ) - The Pyramid of Finance Systems
  


• (35:47 ) - Deterministic vs. Probabilistic Solutions in Finance
  


• (42:35 ) - The Importance of Long-Term Sustainable Solutions
  


• (49:09 ) - Future Trends in Order to Cash and Automation

Connect with Jason
https://www.linkedin.com/in/jason-kyle-berwanger

Learn more about Trullion
https://trullion.com

Connect with Isaac Heller
https://www.linkedin.com/in/isaacheller

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