OpenAI has made another strategic move that signals a widening of its ambitions far beyond conversational AI. The company has acquired Roi, a personal investing app that combines portfolio management with an AI-powered chatbot offering tailored investment insights.
OpenAI acquires Roi
While the financial terms remain undisclosed, the deal adds yet another building block to OpenAI’s growing ecosystem of intelligent, agent-driven tools — and points to the possibility of ChatGPT evolving into a more proactive, financially literate assistant.
Founded in 2022 by former Airbnb engineers Sujith Vishwajith and Chip Davis, Roi positioned itself as a “one-stop” hub for retail investors.
The app enabled users to track portfolios, trade assets, and receive personalised guidance via its proprietary chatbot, Roi AI.
Backed by $3.6 million in venture funding from Spark Capital, Gradient Ventures, and former Coinbase CTO Balaji Srinivasan, Roi sought to tackle one of the most intractable challenges in finance: personalisation at scale.
In its farewell statement announcing the acquisition, Roi reflected on this goal, writing that personalisation “isn’t just the future of finance, it’s the future of software itself.”
The company will wind down operations on 15 October 2025, with only Vishwajith joining OpenAI’s team.
For OpenAI, the purchase underscores a broader vision to embed adaptive, learning-based personalisation into its flagship products.
The company’s recent blog post introducing Pulse — a “proactive assistant” that anticipates user needs — already hinted at this direction.
Integrating financial insight capabilities could represent a natural next step, transforming ChatGPT from a general-purpose assistant into a companion that can provide real-time, contextualised advice on users’ spending, saving, or investing habits.
The acquisition also follows a string of high-profile deals this year, including Context.ai (AI analytics), Crossing Minds (recommendation engines), and Alex (automated iOS development).
Together, they illustrate OpenAI’s strategy of acquiring specialised startups to accelerate its technological edge.
Coming just days after a secondary share sale valued OpenAI at more than $500 billion — surpassing SpaceX to become the world’s most valuable private company — the Roi deal may look small in scale but significant in scope.
It offers a clear glimpse of where OpenAI’s platform could be heading: toward a future in which AI assistants not only answer questions but manage aspects of our financial lives with an unprecedented level of personalisation and trust.
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