Source: Mike Kasberg’s Blog
This is a deliberate rejection of automation convenience—a countertrend worth watching as AI tax tools proliferate. Kasberg’s choice to understand his own tax filing rather than delegate it reflects a growing cohort of knowledge workers who see opacity as the real cost of outsourcing, not time savings. Tax software companies like TurboTax have built billion-dollar businesses on the premise that filing is too painful to do yourself. Individuals opting back into the process—whether manually or with transparent AI assistance—expose cracks in that value proposition. Regulatory and competitive pressure may eventually force greater transparency in how taxes work.