Square cofounder Jim McKelvey explains how he scored 20 term sheets - Business Insider

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'We made a serious examination of all the things that can kill a startup, and it turns out that nobody does that.'

when he began raising money for Square, a hardware and software solution that would allow small merchants to charge credit cards wherever they were. McKelvey reportedly had the idea for the concept after he was unable to sell a $2,000 blown-glass vase because the customer wanted to use an American Express card.throughout the Bay, McKelvey did something very few founders do when trying to secure funding: he listed all the reasons his company would fail, 140 in total.

In most pitch meetings, says McKelvey, entrepreneurs tell their audience what a great team they have, what a strong product they've developed, and list off every reason why they deserve funding."We talked about all the stuff that we thought could kill us, all the stuff that we had problems with, all the stuff we were worried about — and it changed the whole tenor of the meeting," said McKelvey.

 

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