How AI tax startup Blue J torched its entire business model for ChatGPT—and became a $300 million company

In the winter of 2022, as the tech world was becoming mesmerized by the sudden, explosive arrival of OpenAI’s ChatGPT, Benjamin Alarie faced a pivotal choice. His legal tech startup, Blue J, had a r [...]

Marble enters the race to bring AI to tax work, armed with $9 million and a free research tool

Marble, a startup building artificial intelligence agents for tax professionals, has raised $9 million in seed funding as the accounting industry grapples with a deepening labor shortage and mounting [...]

Big Tech bent the knee for Trump in 2025

Sure, we've seen millions poured into lobbying and other means of influence during every presidency, but the last two years set a whole new bar. Business leaders, including those from almost ever [...]

Intuit compressed months of tax code implementation into hours — and built a workflow any regulated-industry team can adapt

When the One Big Beautiful Bill arrived as a 900-page unstructured document — with no standardized schema, no published IRS forms, and a hard shipping deadline — Intuit's TurboTax team had a [...]

Trump ends trade talks with Canada over a digital services tax

President Donald Trump said the US is ending trade talks with Canada, effective immediately, over a tax on digital services that will impact American tech companies. He also pledged to announce furthe [...]

Apple's €14.3 billion Irish tax break case is officially over

Apple's Irish tax break problems are officially over. Ireland's Department of Finance has reported that the entirety of the €14.25 billion fund in Apple's escrow account for the case [...]

'No Tax on Tips' apparently also applies to your favorite streamer

Streamers, YouTubers and other content creators are eligible for the new "No Tax on Tips" policy in the One Big Beautiful Bill Act President Donald Trump signed into law on July 4, 2024. &qu [...]

Sen. Warren: Big Tech's tax breaks could have covered benefits for millions of Americans

Data can paint a much starker contrast than words alone, and US Senator Elizabeth Warren (D-MA) appears to get that. On Friday, her office published numbers on Big Tech's tax breaks in Republican [...]

Canada caves to Trump and rescinds its digital service tax on big tech

Canada has folded in its battle with US President Donald Trump over tariffs by cancelling its proposed digital services tax (DST) on big tech companies, the government announced. On Friday, Trump ende [...]