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Your Tax AI Vendor Cannot Fix This
The gap between what TAs can detect and what your stack can reconstruct is yours to fix. Here's how.
Jun 4
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Diyan (Diddo) Mihaylov
1
4
Amazon Killed Its AI Leaderboard. How to Get Ahead by Measuring AI Value, Not AI Usage
The tokenmaxxing scandal is a symptom. The disease has a 40-year historical precedent — and the companies that understand it are already building the…
Jun 2
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Diyan (Diddo) Mihaylov
1
May 2026
90% of AI Tax Projects Fail. 5 Signals on What the 10% Do Differently.
74% of enterprises want AI to grow revenue. Only 20% are. 5 data signals on designing TaxTech AI for business outcomes, not just pilots.
May 26
•
Diyan (Diddo) Mihaylov
4
The IRS Has 126 AI Apps. Your Auditor Is Now an Algorithm.
Three tax authorities deployed agentic enforcement in 2026. They aren't reading your returns anymore — they're querying your data with AI. Read more.
May 19
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Diyan (Diddo) Mihaylov
1
1
The TaxTech Weekly Signals — Issue #001
5 data points. My take on each.
May 15
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Diyan (Diddo) Mihaylov
1
5 Core Tax Workflows Ripe for Redesign with Agentic AI
Escape the "Tech Stack Prison." How to redesign 5 core workflows to move from human middleware to agentic execution and unlock efficiency gains with…
May 12
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Diyan (Diddo) Mihaylov
1
1
April 2026
The Future Cost of TaxTech: Managing the New Unit Economics of Compliance
A practitioner’s guide to merging traditional fiscal health KPIs with real-time AI telemetry.
Apr 28
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Diyan (Diddo) Mihaylov
1
How to Reach AI Fluency in the FinTech/TaxTech Function
Inspired by Zapier’s AI Fluency Rubric, this post reimagines what “AI fluency” should look like for FinTech/TaxTech — and how to build it into your…
Apr 17
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Diyan (Diddo) Mihaylov
1
1
If Your AI "Hallucinates" a €10M Deduction, Who Signs the Penalty Check?
Thoughts on Ai liability rules and building software for defensible tax reporting
Apr 8
•
Diyan (Diddo) Mihaylov
1
When Compliance Blocks Growth: Escaping the Tech Stack Prison
How S&P 500 Tax Teams Are Reclaiming 10,000 Hours
Apr 1
•
Diyan (Diddo) Mihaylov
March 2026
The End of the Compliance Factory: Why Tax Teams Must Become AI Orchestrators
The finance domain is deterministic, yet automation is low. The "Chief Tax Officer" must choose: remain a cost center of human data-movers or pivot to…
Mar 31
•
Diyan (Diddo) Mihaylov
The 61% Blind Spot: Why Your Tax Tech Strategy is Ignoring the CEO
We need to stop building tax as a project and start building it as a product.
Mar 31
•
Diyan (Diddo) Mihaylov
1
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