E40: The $500 Domain That Became a Multi-Million Dollar AI Tax Assistant with Kash Ali of TaxGPT

This week, Sasha Orloff is joined by Kash Ali, Founder and CEO of TaxGPT, who shares how a personal tax issue led to the platform’s creation, its rapid growth after Greg Brockman’s GPT-4 demo, investor interest from Marc Cuban and Jason Calacanis, its shift from a consumer tool to a B2B AI assistant for accountants, its unique advantages over general AI, and his own journey from Pakistan to Silicon Valley, culminating in Y Combinator and a vision for the future of AI-driven tax assistance. -- SPONSORS: Notion Boost your startup with Notion—the ultimate connected workspace trusted by thousands worldwide! From engineering specs to onboarding and fundraising, Notion keeps your team organized and efficient. For a limited time, get 6 months of Notion AI FREE to supercharge your workflow. Claim your offer now at https://notion.com/startups/puzzle Puzzle 📈  No more waiting for month's end. No more manual reconciliations, just financials that keep up with you. Puzzle is leading a new movement with an AI first ledger, built for speed, automation, and real time decision making. Join today at https://puzzle.io/ -- RECOMMENDED IN THIS EPISODE: https://www.linkedin.com/in/chkashifali/ https://www.taxgpt.com/ -- X/SOCIAL: @AskTaxGPT @ChKashifAli (Kash) @sashaorloff (Sasha) -- TIMESTAMPS: (00:00) Preview (00:45) Intro (01:14) Meet Kash Ali: The Journey Begins (01:35) Inception of TaxGPT (02:41) From side project to startup (04:16) Securing the domain and early success (07:13) Kash Ali's background and path to Silicon Valley (13:11) Evolution of TaxGPT (13:33) Sponsors: Notion | Puzzle (14:59) TaxGPT's unique value proposition (19:28) Future of TaxGPT and AI integration (20:44) Evolution of AI models (21:48) Enhancing workflows with frontier models (23:03) Importance of prompting in AI (28:13) Journey to Y Combinator (29:55) Fundraising success and future vision (33:06) Future of accounting and AI (40:16) Adopting AI solutions in accounting firms (41:29) Wrap

Om Podcasten

On Tech Finance, host Sasha Orloff brings you inside the office of the CFO - covering major tech finance news including funding announcements, deals, product launches, and emerging players shaping B2B fintech. We break down the week's biggest developments in finance tech and accounting, and explore how finance leaders are putting AI to work. Tech Finance is brought to you by Puzzle, the modern accounting platform with an AI-first ledger, built for speed, automation, and real time decision making. Learn more: puzzle.io Tech Finance is part of the Turpentine podcast network. Learn more: turpentine.co