Most small-business finance software hands the owner a dashboard. Miami-based BOB wants to hand over the work instead.
The startup raised $5.5 million in seed funding to build what it calls an AI finance employee. Mischief, the venture firm founded by Plaid co-founder Zach Perret, led the round.
Peter Thiel, Codie Sanchez and Zynga founder Mark Pincus also took part, along with Karman Ventures.
A Finance Employee, Not a Dashboard
BOB describes itself as the AI finance employee for business. An owner tells it what they need in plain language, and it does the task.
It creates and sends invoices, follows up on what customers owe and collects payments. It also keeps the books in order.
BOB’s pitch is blunt about the alternative. Most finance tools, it says, hand you a dashboard and a to-do list.
The product lives where owners already work. BOB runs through WhatsApp, text message, Slack, Microsoft Teams, email and its own app.
CEO Adam Wininger put the idea simply when he spoke with Refresh Miami.
“BOB is really an employee that’s joining your company that happens to offer banking services.”
The “banking services” part has limits. BOB’s site says it is a financial technology company, not a bank. Its deposit services come through Erebor Bank NA, a member FDIC.
The site also gives owners the final say on communications, money movement and reconciliations. The software prepares the work, and a person approves the steps that move money.
Owners can ask it to pay an invoice, chase a late client or report where cash stands. BOB handles the request and reports back.
The target customer is the Main Street service business, such as restaurants and roofing contractors. Those owners rarely have a finance team, and they rarely want another login.
Backers With Miami Ties
Wininger told Refresh Miami that he met Thiel through a cold approach, and that the two later bonded over chess.
Thiel has lived in Miami since 2020. Thiel Capital opened a Wynwood office in December, adding to its Los Angeles base.
Mischief’s Dustin Moring framed the bet around agents rather than bookkeeping.
“We invest in infrastructure that becomes indispensable, and a financial layer for autonomous agents is one of the clearest examples we’ve seen.”
BOB plans to spend the money on product, customer onboarding and hiring in Miami.
One More AI Banking Bet From Miami
BOB lands in a crowded local lane. MAIN covered Maximum’s $30 million seed round in August.
Maximum is rebuilding the core systems that banks run on. BOB is building for the small business on the other side of the counter.
OpenFX has also launched a venture arm to fund the back office of fintech. All three treat the unglamorous finance work as the opening.
The trust question follows every one of them. This week MAIN reported on Miami payments firms and Walmart’s AI shopping agents. Those agents come with spending limits and approval controls.
BOB’s approval model answers the same worry for a small business. The software does the work, and the owner keeps the last word.
That is the bet investors just put $5.5 million behind.
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