The Ledger
Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.
why aren't all 10 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable
Rory O'Driscoll: DocuSign and Toast are absurdly cheap at 7-8x revenue
“I mean, I was looking, thinking about companies like Toast. I was thinking about one of our own DocuSign. At eight or seven or eight times revenues, these things are absurdly cheap.”
Cassidy: DocuSign lost S&P deal by ignoring evaluators and end-users
“DocuSign had just, that's all DocuSign did was go C-suite, Salesforce's endorsement, but there was all, there were two other layers of people, right? Evaluators and users that were, and then we just basically, Sam and I were like, yeah, And at that, at this po…”
Breinlinger: Three of four Jackson Square Ventures unicorns required bridge rounds
“At Jackson Square Ventures, the partners here, we've invested in four unicorn companies, and three of them, Equalogic, DocuSign, and Responsys, they all had bridge rounds.”
Breinlinger: DocuSign lost 25% of revenue overnight after regulatory shifts
“DocuSign was a fascinating story because we had led a round, and then shortly after that, some regulations changed, and basically they lost 25% of their revenue overnight.”
Lemkin: EchoSign would have sold for $1B as #2 to DocuSign
“Even if EchoSign had just done okay, and we'd gotten up to a hundred million, just the folks that DocuSign turned down would have come and bought us for a billion bucks. Like, I wouldn't have had to do anything just being number two.”
Scale Venture Partners invested in HubSpot, Box, DocuSign, and RingCentral in 2009
“Yes, I remember that was in O-Nine. We did HubSpot, Box, DocuSign, and I think RingCentral.”
Jason Lemkin: Big venture returns require TAM explosions for top players
“I think the venture lesson, be visionary, but relentlessly honest about TAM. Because it's a TAM story at the end of the day. If you have a number one or number two player in the space and you see a TAM explosion happening, that's where you get a big lift, righ…”
O'Driscoll: Scale invested in DocuSign at $1 and $2 per share
“We did the round at a buck and two bucks, right?”