BOB co-founders Jason Brill, Adam Wininger and Kody Greenbaum.
BOB has raised $5.5 million in seed funding led by Mischief, with backing from Peter Thiel, Codie Sanchez, Mark Pincus and Karman Ventures. The Miami-based startup plans to expand its AI-powered financial operations platform for small businesses.

BOB, a Miami-based fintech startup developing an AI-powered financial operations platform for small businesses, has raised $5.5 million in seed funding.

The round was led by Mischief, with backing from Peter Thiel and participation from Codie Sanchez, Mark Pincus, Karman Ventures and other investors.

BOB was co-founded by Adam Wininger, who serves as CEO, Jason Brill, the company’s CTO, and Kody Greenbaum, its Chief Product Officer.

The company is building an AI-powered finance assistant designed to help small business owners manage bookkeeping, invoicing, payments and cash flow. The platform allows users to complete financial tasks and access financial information through everyday communication channels, including WhatsApp, text messages, Slack, Microsoft Teams, email and the BOB app.

BOB also offers deposit account functionality through banking partners. The company operates as a financial technology provider rather than a bank.

The startup launched its private beta in September 2026. Its platform is designed to reduce the administrative work involved in managing business finances, allowing owners to request financial tasks and receive updates through conversational interactions.

BOB plans to use the seed funding to expand its financial management capabilities, scale customer onboarding and grow its team in Miami. The company also intends to extend access to its free AI finance agent to more small businesses.

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