Startup profile · funding coverage
BOB funding, valuation and investors
AI finance assistant for small businesses, with software funded through banking relationships.
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Funding, valuation & investors
Answer-first snapshotLatest funding
Seed
$5.5M · October 23, 2026
Latest known valuation
Not publicly disclosed
Total disclosed equity funding
$5.5M
Excludes debt, grants, acquisitions, secondaries, and IPO proceeds.
Current status
private
seed · Miami, Florida, United States
Investors in latest funding
Lead: Mischief
Other: Peter Thiel , Codie Sanchez , Mark Pincus , Karman Ventures
Overview
BOB AI Holdings Corp is a Miami fintech led by CEO Adam Wininger. It develops an AI finance assistant for small business bookkeeping, invoicing, payments and cash-flow work through connected tools and messaging channels. The company announced $5.5M in seed funding led by Mischief on October 23, 2026, with Peter Thiel, Codie Sanchez, Mark Pincus and Karman Ventures among participants. Its website advertises a $0 software subscription supported by deposit-side earnings and identifies Erebor Bank, N.A. as its deposit-services provider. BOB is not a bank. Valuation, individual investor allocations, deposit revenue share and audited performance were not disclosed.
Why BOB is interesting
BOB links financial-task automation to a business banking relationship. Its commercial test is whether deposit income can cover AI and service costs while owners retain effective approval controls. Signup counts do not establish paid retention or financial accuracy.
Product & use cases
Company-described assistant connects accounting, invoicing and estimating tools; starts read-only, with user-granted permissions and approval thresholds. Vendor claims about reversibility and security have not been independently validated by VCT.
Funding history (newest first)
Seed
2026-10-23 $5.5M- Mischief (lead)
- Peter Thiel (participant)
- Codie Sanchez (participant)
- Mark Pincus (participant)
- Karman Ventures (participant)
Source: Read source · prnewswire.com
Investors in our directory
Funds linked from BOB's profile — open a fund page for stage focus and related deal articles.
Competitive landscape
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Truewind adjacent
AI accounting workflow software serving accountants and in-house teams; distinct buyer from BOB's owner-facing banking proposition.
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Kick alternative
Bookkeeping automation for businesses and accounting firms; another route to reducing administrative work.
Industries
Market / IPO context
Editorial / static context — not a live quote.
Related funding articles
Venture Capital Tracker pieces that cover BOB's financing or category context.
Last updated:
Editorial note: AI tools assisted with research, structure, or drafting. Venture Capital Tracker retains human editorial responsibility for factual accuracy, relevance, and source quality before publication.