E38: AI-Powered Tax Solutions are Really Here, with Fifteenth Founder Ankur Dahiya

This week, Sasha Orloff is joined by Ankur Dahiya, CEO and founder of Fifteenth, a B2B fintech startup using AI to modernize the tax industry, as they discuss his journey from navigating complex stock options at Flexport to transforming CPA services, the challenges of scaling a tax-focused business, the role of AI in automating tax processes, and his vision for more efficient, accessible tax advisory following a successful funding round. -- 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/ankurdahiya/ https://www.fifteenth.com -- X/SOCIAL: @sashaorloff (Sasha) @ankurd (Ankur) -- TIMESTAMPS: (00:00) Intro (01:37) Guest Introduction: Ankur Dahiya (02:24) Problem with taxes (03:01) Birth of Fifteenth (08:33) Combining human expertise with AI (12:22) Future of AI in tax solutions (14:40) Sponsors: Notion | Puzzle (16:03) Managing personal finances (19:42) Fundraising and building the team (25:49) Challenges and advice for founders (27:55) Tax tips for founders and engineers (33:12) 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