the day before i met jack dorsey the central bank shut our accounts

how do you pitch investors when something goes wrong? i walked into a meeting with jack dorsey the day after india's central bank shut our accounts.

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this morning four of us sat on a small call to meditate together. someone opened it by saying "whether it's 10 people or three people, it's the intention." i liked that.

afterward charles mentioned that jack dorsey reportedly meditates for an hour before he starts his day. and it pulled a memory out of me i hadn't told in a while.

i met jack once. a well known venture capitalist introduced us while i was out pitching for unocoin.

the day before i walked into his office was the day the central bank in india shut down our bank accounts.

think about that timing. you spend weeks getting the intro. you prep. you picture how the meeting goes. and twenty four hours before, the ground disappears.

as i put it on the call... "so i'm walking into big jack, and i'm like, there's nothing to pitch."

someone asked if i told him. "obviously. yeah, i'm not gonna hide it."

it was all over the news anyway. but even if it hadn't been, there was no version of that meeting where hiding it made sense.

a lot of founders ask me how to pitch investors when something goes wrong. a customer walks, a regulator shows up, a cofounder leaves, the numbers miss. and the instinct is to manage it. reschedule. spin it. bury it on a late slide and hope nobody asks.

my take after that day is simple. the meeting you dread is the meeting where hiding is the only real mistake.

investors aren't stupid. the good ones have seen every kind of disaster. what they can't price is a founder who hides bad news, because if you hide this, what else are you hiding? the bad news is a fact. the hiding is a character reference.

when you say it straight, something strange happens. the conversation stops being a pitch and becomes two people looking at a hard problem together. you find out fast who wants to help you and who only wanted the clean story.

and that's where the meditation comes back in.

i ended the call talking about what i think the real art is. it's not the hour on a cushion. it's being present with your eyes open... in the middle of an interview, in a board meeting, in a room with someone you've admired for years while your company is on fire.

presence is what lets you tell the truth. when you're anxious, you're living in the future, rehearsing the version where they don't find out. when you're present, there's nothing to rehearse. this is what happened. this is what we're doing about it.

it's like driving on black ice. the panicked driver yanks the wheel and spins out. the calm one eases off and steers into the slide. the ice is the same for both of them.

we went on to fight the central bank all the way to the supreme court of india, and we won. but none of that was known the day i walked in. all i had was the truth and whether i'd say it.

whatever happens to the round, your name walks out of that room with you. in a small industry, that matters more than any single meeting.

long term, your reputation is the sum of the rooms where you could've hidden and didn't. that compounds harder than any round.

that's the same spirit i try to bring to every conversation on the show... no spin, just what happened and what we learned.

so what's the thing you're hoping your next investor doesn't ask about... and what would happen if you just told them first?

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