Options

topic on 8 shows · 15 statements across 13 episodes

Cheeky Pint BigDeal WTF is with Nikhil Kamath Capital Allocators Top Founders All-In TBPN 20VC

15 statements about Options, every show

CHEEKY PINT Disclosure
Lopes Lara: Kalshi plans to add futures, swaps, and options
“Right now we only have the binary yes, no. We want to have things like futures, like swaps, options, all of that.”
Luana Lopes Lara Mar 17, 2026 ▶ 41:32 Creating prediction markets (and suing the CFTC) with Tarek Mansour and Luana Lopes Lara
TBPN Insight
Yan: Retail options traders get fleeced due to complex pricing dynamics
“It's actually really hard to price an option, especially if you're retail and especially if you're using like an app that doesn't give you the information that you need. And so you're kind of getting fleeced because there was like very complicated structures.”
Jeff Yan Oct 22, 2025 ▶ 14:01 Building a $10B+ DeFi Protocol with Just 11 People | Jeff Yan Joins TBPN
BIGDEAL Disclosure
Just: PEAK6 trades options on 3,000 to 4,000 public companies daily
“We're active in three to 4000 public company names in their option, in their options. Every single day. So we have a very, a broad, really broad portfolio.”
Jenny Just Oct 22, 2025 ▶ 7:43 Master MONEY MAKING In 60 Minutes: Everything They Never Taught You | Jenny Just
20VC Assertion Supported
Tenev: Robinhood options market share grew nearly 20% last year
“Options was up 20%, close to 20% last year. Equities up 14%.”
Vlad Tenev Nov 1, 2024 ▶ 36:12 Vlad Tenev, Co-Founder & CEO @Robinhood: The GameStop Saga & The Future of AI | E1222 · 20VC with Harry Stebbings
TOP FOUNDERS Assertion Partly supported
Chesseri: Only exercised shares can be moved into irrevocable trusts
“You can't move options into an air vocal trust. You have to move exercise shares into an air vocal trust.”
Alessandro Chesseri Aug 22, 2024 ▶ 12:14 The Revocable Living Trust Cheat Code for SaaS Founders (Save millions on taxeS)
WTF Disclosure
Kamath: I went completely bust multiple times trading options early on
“So when you're a trader and you're starting off, like you start with a small amount of money, you trade like mad, right? Like you buy way out of the money options if you don't have enough capital to do trading another way. I'm talking like, 1920 years ago now.…”
Nikhil Kamath Jul 27, 2024 ▶ 1:19:21 Nikhil Kamath x Ranbir Kapoor | People by WTF Ep #2 · Nikhil Kamath
TOP FOUNDERS Disclosure
Chili Piper repriced employee stock options after new 409A valuation
“Yeah, so we repriced the options, so we I went to the board, I said, look I believe the whole idea of stock options is to be motivated which that, so we had another four, nine, eight, it's called to tell us the current correct price, and we repriced all our op…”
Nicolas Vandenberghe Jan 2, 2024 ▶ 16:05 How to Double Your Company From $16m to $30m Revenue Using Multiple Product Lines with Chilipiper CEO
ALL-IN Disclosure
Jenny Just: PEAK6 options holdings in August 2023 ranked top five historically
“This is why, at this point, and in the month of August, we've owned more options in our portfolio than, it's probably top five in our history.”
Jenny Just Sep 28, 2023 ▶ 8:58 All-In Summit: Jenny Just on Peak6, the female market correction, poker, and risk
Blitz: Repeatable Macro Alpha Comes From Trade Structuring, Not Thematic Bets
“So the thing that we think is repeatable is having an edge in trade structuring and implementation. So basically instead of saying, I'm going to put all my eggs in the Euro basket or put all my eggs in the basket of the tenures going up, sort of view things th…”
Adam Blitz May 29, 2023 ▶ 56:23 Hedge Fund Master Class – Craig Bergstrom, Adam Blitz, and Dan Fagan (Capital Allocators, EP.318)
20VC Insight
Stock Option Grants Are Meaningless Without Knowing Total Outstanding Shares
“People get so fixated on the amount of options that they're getting, but options don't actually mean anything. If you don't know how many options are outstanding Or what the actual value is of those options.”
Maggie Hott Dec 15, 2022 ▶ 1:02:00 Maggie Hott: 3 Questions You Must Ask When Interviewing Sales Reps | 20VC #960 · 20VC with Harry Stebbings
ALL-IN Insight
Chamath: Startup options are effectively worthless if valuations reset
“Otherwise, what will happen is if you join a company in this moment, at a fake valuation, and the valuation gets reset, you can effectively assume your options are worth zero.”
Chamath Palihapitiya May 13, 2022 ▶ 1:04:28 E80: Recession deep dive: VC psychology, macro risks, Tiger Global, predictions and more
Rosenthal: Entry price does not matter in early-stage venture capital
“If you're just buying options at early stage venture, then price doesn't matter. Then you want to have as many shots on goal as possible. You want extreme volatility and long tails, right? All the stuff that you don't want when you're buying a series of cash f…”
David Rosenthal Jan 3, 2022 ▶ 24:36 David Rosenthal and Ben Gilbert – Acquiring an Industry. Venture is Eating the Investment World 1 (Capital Allocators, EP.229)
Selvala: Options act like insurance where buyers systematically overpay
“Options provide a risk transference mechanism, like insurance. And buyers of insurance, over time, typically overbuy, but they sleep well at night. And sellers of insurance make a lot of money, but they better know how to manage their risk.”
Rick Selvala Feb 26, 2018 ▶ 17:23 Rick Selvala - Harvesting Volatility (Capital Allocators, EP.41)
Selvala: Option buyers risk gradual capital bleed rather than sudden ruin
“You're less likely to be hurt buying an option. You might bleed to death over a long period of time, but you're not going to be, you know, taken out tomorrow on a stretcher if you're, you know, buying options.”
Rick Selvala Feb 26, 2018 ▶ 20:24 Rick Selvala - Harvesting Volatility (Capital Allocators, EP.41)
Selvala: Sell shorter-dated options for theta decay, buy longer-dated options
“When we do sell options, let's stay shorter dated to take advantage of time decay, and when we buy options, let's buy a little longer dated so that we're not hurt by that fate of lead.”
Rick Selvala Feb 26, 2018 ▶ 48:00 Rick Selvala - Harvesting Volatility (Capital Allocators, EP.41)

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