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Can ChatGPT Agent Mode Reconcile My Checking Account?
Episode 449
Can an AI reconcile your books while you sleep? Blake and David run a live experiment with ChatGPT-5’s Agent Mode in Xero—watching it match transactions, stumble on prepayments, and reveal what’s realistically automatable today. They also break down a flood of app news: Dext's bill pay, Ramp’s mega raise, Thomson Reuters and Deloitte’s agentic AI, plus Ignition–Financial Cents and Canopy portal moves. They dig into survey findings showing that 58% of employees are secretly using AI at work despite company bans, and take a look at how AI is disrupting the job market for college graduates.
Sponsors
TeamUp - http://accountingpodcast.promo/teamup
Relay - http://accountingpodcast.promo/relay
Human at Scale - http://accountingpodcast.promo/human
Missive - http://accountingpodcast.promo/missive
Chapters
- (01:32) - Exploring AI in Accounting
- (02:20) - Testing ChatGPT for Accounting Tasks
- (05:26) - Reconciling Transactions with AI
- (10:27) - App News
- (18:34) - AI and Automation in Accounting
- (23:29) - Recent Raises and Acquisitions
- (31:10) - Government and Regulatory Updates
- (35:14) - AI Agent Struggles with Prepayment
- (35:39) - VC Investments in Accounting Firms
- (37:43) - Ignition and Financial Sense Integration
- (40:13) - Canopy's Smart Intake and AI Innovations
- (42:58) - AI in the Workplace: Surveys and Insights
- (44:39) - AI Agent Finally Figures Out Prepayment
- (52:36) - AI's Limitations and Future Potential
- (01:01:55) - Fundraising and AI in Accounting Apps
- (01:12:28) - Impact of AI on the market
- (01:13:42) - Conclusion and CPE Information
Show Notes
Product Specialist-Accounting,AI - Xero
https://builtinlondon.uk/job/product-specialist-accounting-ai/6683466
Rillet raises $70M to replace 20th-century accounting software with AI-native ERP built by accountants
AI accounting startup Rillet raises $70 million in Andreessen Horowitz, ICONIQ-led round
Ramp Raises $500 Million at $22.5 Billion Valuation to Accelerate AI and Build the Future of Finance
Ramp hits $22.5B valuation just 45 days after reaching $16B
https://techcrunch.com/2025/07/30/ramp-hits-22-5b-valuation-just-45-days-after-reaching-16b/
IRS, White House clashed over immigrants' data before Billy Long was ousted