1. Stripe and Advent bid $53B for PayPal, the largest fintech takeover ever attempted.
On July 15, Stripe and private equity firm Advent International proposed taking PayPal private at $60.50 per share in cash, valuing it north of $53 billion. The structure is what makes it historic: an unlisted company teaming with a buyout firm to swallow an S&P 500 constituent, carried by roughly $50 billion of committed financing from JPMorgan and Morgan Stanley, the most complex leveraged package fintech has ever seen. PayPal's board, advised by Goldman Sachs and Evercore, calls the offer inadequate, which in deal language is not a no, it is a request for a higher number. The strategic fit is clean: Stripe runs payment infrastructure for much of the internet, PayPal owns consumer checkout and Venmo, and together they span both sides of the flow. Standing between here and close is an antitrust review of two payments giants merging.
Why you care: If it closes, this is the largest fintech acquisition in history and a template for private capital buying public giants with institutional debt. It is also a fee event: four banks are already on it, generating advisory and financing fees across the Street. If you target tech M&A, FIG coverage, or leveraged finance, expect this deal in your interviews.
Interview angle: "Two banks committing $50 billion tells you the financing ceiling on take-privates just moved, and the target list moves with it: sectors everyone called too large or too regulated for a buyout are back in scope. The risks worth flagging are not about the money. It is the antitrust read on two payment networks combining, and whether rails built to compete can actually be integrated."