
Silicon Valley entrepreneur (TrialPay, Yub, Affirm, Point, TXN, etc), investor (General Partner @a16z), husband, father, and sarcast (one who is sarcastic)
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Sep 8, 2021
1/ Why is “Buy Now, Pay Later” (BNPL) an early threat to trillions of dollars of market cap - Visa (almost $500B), MasterCard ($350B), card issuing banks, acquiring banks/services (Fiserv, FIS, Global Payments, etc)?
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Jan 12
1/ The Future of Payments…is Red?
What could disrupt Visa/MasterCard/Amex? How might a new payments Goliath start?
Let’s talk about the Target Red Card. Target did >$100B in revenue last year, 20% of which happened on its own cards:
What could disrupt Visa/MasterCard/Amex? How might a new payments Goliath start?
Let’s talk about the Target Red Card. Target did >$100B in revenue last year, 20% of which happened on its own cards:

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Jan 4
1/ Thread: How to sell your company
Companies are (almost always) bought, not sold. This means somebody needs to *want to buy* your company.
Ideally this happens organically. But how do you, as a founder/CEO, expedite this…particularly when you KNOW you’re hitting a wall?
Companies are (almost always) bought, not sold. This means somebody needs to *want to buy* your company.
Ideally this happens organically. But how do you, as a founder/CEO, expedite this…particularly when you KNOW you’re hitting a wall?
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Aug 24, 2022
1/ How a company I co-founded (TrialPay) once exited the Catch 22 of “can’t raise cash without growth; can’t grow without raising cash” which is potentially the most “unsolvable” (Kobayashi Maru) situation a VC-backed company can face
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Nov 3, 2021
1/ Many areas of financial services have “stochastic margins” per widget, but hopefully (obviously!) positive margins for the whole batch of widgets sold - unlike most manufacturers, with fixed/declining COGS at scale. This means many things when you build a “financial” business
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