Can ChatGPT Agent Mode Reconcile My Checking Account?
The Accounting Podcast
2025/08/20
Can ChatGPT Agent Mode Reconcile My Checking Account?
Can ChatGPT Agent Mode Reconcile My Checking Account?

The Accounting Podcast
2025/08/20
In this episode, the hosts dive into the evolving landscape of AI in accounting, exploring how emerging technologies are reshaping traditional workflows and challenging established norms. From live experiments with AI agents in accounting software to updates on major industry players, the discussion covers both practical applications and broader implications for the profession.
The episode features a hands-on test of ChatGPT-5’s Agent Mode within Xero, showcasing its ability to reconcile transactions and handle prepayments—though with some limitations. The hosts also highlight major developments in the accounting tech space, including Dext’s new bill pay feature, Ramp’s $500M raise, and Deloitte’s expansion of its AI audit platform. A notable trend is the rise in AI use among employees despite company restrictions, with 58% admitting to using AI covertly. The discussion also touches on regulatory changes, such as the ousting of IRS Commissioner Billy Long, and the impact of AI on the job market for recent graduates. As AI continues to mature, the hosts reflect on its current capabilities, potential future roles, and the importance of balancing automation with oversight.
00:04
00:04
Xero is hiring an Accounting AI Specialist in London, a role that seems perfect for Blake.
01:32
01:32
One host will test ChatGPT's Agent Mode for Xero account reconciliation after previous issues with Perplexity Comet.
02:20
02:20
ChatGPT-5's Agent Mode successfully navigates to the Xero login page and initiates account reconciliation.
05:26
05:26
ChatGPT-5 successfully identifies and suggests matches for unreconciled transactions in Xero
16:26
16:26
AI correctly handled a $100 deposit for City Limousines
18:34
18:34
Smart Vault's Smart Request AI can save 60-90 minutes per tax return
00:23:41
00:23:41
April raised $38M in Series B funding for AI-assisted tax filing
34:08
34:08
BLS survey response rates have dropped from over 80% to 60-70% in a decade
35:14
35:14
The AI agent reversed the transaction and is now trying to re-reconcile the prepayment.
00:35:39
00:35:39
Rillet uses AI to transform high-net-worth tax services
00:37:47
00:37:47
Financial Sense added a billing feature for auto-follow-up, payment storage, and auto-charging
00:40:16
00:40:16
Canopy's Smart Intake enhances client intake processes.
00:42:58
00:42:58
56% of American employees use AI, with 20% using it secretly on the job
48:00
48:00
AI agent accidentally deletes production database
00:52:38
00:52:38
AI can perform short human tasks with near 100% accuracy, but success rate drops for longer tasks
01:01:59
01:01:59
Thomson Reuters launches AI-powered tax planning and document processing tools
1:12:28
1:12:28
AI will disrupt the flow of graduates into public accounting firms.