Fifteenth raises $8.25m to revolutionise tax planning for tech professionals with AI-driven workflows

Fifteenth raises $8.25m to revolutionise tax planning for tech professionals with AI-driven workflows

Fifteenth, an AI-powered tax solution designed to address the intricate financial needs of founders, investors, executives, and tech professionals, has secured $8.25m in seed funding.

The funding round was led by A* and General Catalyst, with participation from SV Angel and prominent angel investors, including Swapnil Jain, co-founder and CEO of Observe.AI, Ryan Eisenman, co-founder and CEO at Arch, and Akash Garg, advisor at Electric Capital.

Fifteenth provides tax solutions tailored for individuals with complex financial portfolios, including equity compensation, stock trading, and liquidity events such as IPOs and acquisitions. Employees from leading tech firms such as Nvidia, Rippling, and Figma have saved between $10,000 and $20,000 on average using its tax strategies, while some have reportedly saved up to $100,000 through custom scenario modeling.

Fifteenth’s AI-powered platform integrates with Workday, Rippling, Robinhood, Wealthfront, Carta, and other major platforms, offering proactive tax planning and unlimited year-round advisory services. Its services are available through a flat-fee pricing model starting at $1,000 per year.

Fifteenth CEO Ankur Dahiya said, “With Fifteenth, April 15th is just another day – no stress, no chaos. Gone are the days of scrambling to find, enter, re-enter, and distribute piles of financial documents. We created Fifteenth to combine top-tier tax support with AI-driven solutions for tech professionals, and this seed funding is a key step in scaling the future of tax preparation.”

A* co-founder and general partner Gautam Gupta added, “Fifteenth is redefining the tax preparation landscape by combining cutting-edge AI technology with a deep understanding of complex financial needs.

“The process of working with a CPA has remained largely unchanged for decades—dominated by email, manual data entry, and a lack of modern technology. Fifteenth’s unique blend of tax expertise and technical innovation addresses this long-overdue pain point and we’re thrilled to partner as they redefine the tax experience for the modern professional.”

Fifteenth was founded by Ankur Dahiya, a second-time entrepreneur with previous leadership experience at Rippling, Flexport, X, and Meta. His previous company, RunX, which streamlined cloud infrastructure deployment for developers, was acquired by Rippling. The company’s co-founder and chief tax officer, Laura Moreno, has a background in managing complex tax scenarios for high-net-worth clients, having held leadership roles at PwC, a billion-dollar family office, and Carta.

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