{"id":2358,"date":"2019-10-28T19:30:23","date_gmt":"2019-10-28T23:30:23","guid":{"rendered":"https:\/\/www.shortform.com\/blog\/?p=2358"},"modified":"2022-03-09T10:32:14","modified_gmt":"2022-03-09T14:32:14","slug":"charlie-ledley-and-jamie-mai-cornwall-capital-big-short","status":"publish","type":"post","link":"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/","title":{"rendered":"Charlie Ledley and Jamie Mai: Bit Players to Millionaires (Cornwall Capital)"},"content":{"rendered":"\n<p>Who are Charlie Ledley and Jamie Mai? And how did they turn $110,000 into $80 million?<\/p>\n\n\n\n<p>Charlie Ledley and Jamie Mai are the founders of Cornwall Capital, a New York City investment corporation. They shorted the <a href=\"https:\/\/www.shortform.com\/blog\/current-housing-market\/\">housing market<\/a> before the 2008 financial crisis and were featured in the book and movie <em>The Big Short.<\/em><\/p>\n\n\n\n<p>We&#8217;ll cover how Charlie Ledley and Jamie Mai got their start in investing and how they went from second-class citizens in the financial world to major Wall Street players.<\/p>\n\n\n\n<!--more-->\n\n\n\n<h2 class=\"wp-block-heading\">Origin Stories: Charlie Ledley and Jamie Mai<\/h2>\n\n\n\n<p>By fall 2006, Gregg Lippman\u2019s proposal to <a href=\"https:\/\/www.shortform.com\/blog\/shorting-the-housing-market\/\">short the housing market<\/a> through <a href=\"https:\/\/www.shortform.com\/blog\/credit-default-swap-example\/\">credit default swaps<\/a> had made the rounds in the financial world. But he still had few takers. Too many investors, it seemed, were leery about the idea of taking a short position against an asset that major players like Goldman Sachs, Deutsche Bank, and Merrill Lynch seemed so sure about.<\/p>\n\n\n\n<p>Two young, obscure start-up investors, however, heeded the call and saw the opportunity of a lifetime staring them in the face. Charlie Ledley and Jamie Mai had established their (admittedly short) financial careers by <strong>betting big on events that Wall Street seemed certain wouldn\u2018t happen<\/strong>. Profiting off the impending collapse of the subprime market fit perfectly into their theory of how the financial world worked.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Charlie Ledley and Jamie Mai: Garage Band Hedge Fund<\/strong><\/h3>\n\n\n\n<p>Charlie Ledley and Jamie Mai weren\u2019t career Wall Street guys. They barely had <em>careers <\/em>at all. Starting their fledgling money management fund, Cornwall Capital Management, with just $110,000 in a Schwab account, they were the sort of bit players that couldn\u2019t even get a phone call returned at Goldman or Merrill. Charlie Ledley and Jamie Mai were scrappers, a \u201cgarage band hedge fund.\u201d In fact, they <em>literally <\/em>started out of a backyard shed in Berkeley, California.<br><\/p>\n\n\n\n<p>But they had a theory about financial markets that proved to be all too prescient\u2014and that would give them a powerful advantage as the subprime market spun itself into a more and more complex web. Their insight was that <strong>investors only understood<\/strong><strong><em> their own<\/em><\/strong><strong> particular slice of the market<\/strong>, whether it was Japanese government bonds or European mid-cap healthcare debt. Everyone was looking at the small picture, the micro. Cornwall\u2019s strategy was to go <em>macro <\/em>and <a href=\"https:\/\/www.shortform.com\/blog\/how-to-look-at-the-bigger-picture\/\">look at the big picture<\/a>. With information so unevenly distributed, <strong>there <\/strong><strong><em>had <\/em><\/strong><strong>to be pricing mistakes\u2014assets that were priced for far more or far less than they were actually worth<\/strong>, simply because investors didn\u2019t understand what they were actually buying and selling. And that inefficient pricing mechanism could mean big money for the investors who <em>did <\/em>understand and bought at the right time.&nbsp;<br><\/p>\n\n\n\n<p>Charlie Ledley and Jamie Mai\u2019s first test of this theory was with Capital One, a credit card company specializing in issuing credit cards to Americans with poor credit scores. In the early 2000s, their stock had tanked amid fears that they had insufficient capital reserved as collateral to cover the risky credit cards they\u2019d issued. The company soon got into a regulatory dispute with the federal government. The market smelled fraud and investors fled in droves. Despite this, Capital One wasn\u2019t posting unusual losses. Upon speaking with a mid-level corporate manager at Capital One (the only person who would return their phone call), Charlie Ledley and Jamie Mai discovered that he was buying stock in his own company\u2014not the behavior they\u2019d expect to see from officers at a company engaged in fraud. They determined that Capital One was more or less a sound company, the regulatory dispute was trivial, and that <strong>the market was irrationally penalizing them.<\/strong><br><\/p>\n\n\n\n<p>For Charlie Ledley and Jamie Mai, the stock was clearly underpriced at $30-per-share. The best way to profit off this was not to buy the stock itself, but to <strong>buy the <em>right <\/em>to buy the stock at a fixed price for a defined period of time<\/strong>. And the <em>options <\/em>to buy Capital One stock at $40 for the next 2.5 years cost just over $3 each. It was another asymmetrical bet. If the company really <em>was <\/em>fraudulent, the stock would be worth nothing and your losses would be capped at $3-per-share of options that you\u2019d bought. But if the company resolved its regulatory issues, the stock would likely jump to $60\u2014double its current price and over 33% more than what you would pay per share once you exercised your options. It was a no-brainer. Cornwall bought $26,000 in Capital One options. When the stock rose, that position was worth $526,000. It was <strong>a strategy based upon exploiting the false confidence of other players in the market<\/strong>. They even came up with a name for it: \u201cevent-driven investing.\u201d<br><\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Charlie Ledley and Jamie Mai: <strong>Getting in the Door<\/strong><\/h3>\n\n\n\n<p>This strategy paid off handsomely for Charlie Ledley and Jamie Mai. The market for stock options was wildly inefficient. If some external event would cause a stock to be worth either $100 or $0 within a year, it was irrational for an option to buy the stock at $50 to be priced as low as $3. But the market was littered with opportunities like this. Wall Street\u2019s model followed a bell-shaped probability curve for stock prices:<strong> <\/strong>it mistakenly believed that a $30-per-share stock was more likely to increase to $35 per share than to $45 per share. <strong>It assumed orderliness where there was, in fact, chaos. <\/strong>This was totally at odds with reality. Wall Street seriously underrated tail risk: the ability of extreme events to change asset prices in either direction.<strong>&nbsp;<\/strong><br><\/p>\n\n\n\n<p>By early 2006, Cornwall had $30 million in the bank. But Charlie Ledley and Jamie Mai were still small potatoes by Wall Street standards. They might have been high-net worth individuals, but they weren\u2019t institutional investors\u2014they weren\u2019t managing <em>other <\/em>people\u2019s money, just their own. On Wall Street, they were still second-class citizens. This wasn\u2019t just about recognition or social prestige. Their lowly status denied them the right to trade in the highly complex options\u2014like credit default swaps\u2014being sold through the quantitative trading desks at the big investment banks. <strong>There was major money to be made, but Cornwall was locked out of the opportunity<\/strong>. But when they hired <a href=\"https:\/\/www.shortform.com\/blog\/ben-hockett\/\">Ben Hockett<\/a>, doors began to open.&nbsp;<br><\/p>\n\n\n\n<p>Hockett was a former Deutsche Bank trader who\u2019d left Wall Street behind to trade derivatives from the comfort of his home in Berkeley Hills. Hockett was a respected figure at the major banks. And <em>he <\/em>knew the <a href=\"https:\/\/www.shortform.com\/blog\/hiring-the-right-people\/\">right people<\/a> to get Cornwall\u2019s foot in the door. With a few well-placed phone calls and some meetings, Hockett got Cornwall its ISDA (International Swaps and Derivatives Association) Master Agreement, <strong>giving them the right to buy credit default swaps from the likes of <a href=\"https:\/\/www.shortform.com\/blog\/greg-lippmann-big-short\/\">Greg Lippmann<\/a><\/strong>. Charlie Ledley and Jamie Mai now had a seat at the adult\u2019s table.<br><\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Shorting with a Twist<\/strong><\/h3>\n\n\n\n<p>When Charlie Ledley, Jamie Mai, and Hockett heard Lippmann\u2019s pitch, they recognized credit default swaps as just another type of option, the kind they\u2019d been trading in for years. <strong>The market had fantastically underpriced the probability of an extreme event<\/strong>\u2014in this case, the subprime world going up in flames. By October 2006, the <a href=\"https:\/\/www.shortform.com\/blog\/doomsday-scenarios\/\">doomsday scenario<\/a> already seemed to be happening. Home prices were falling and borrowers were defaulting. The bonds were already turning sour.&nbsp;<br><\/p>\n\n\n\n<p>But Charlie Ledley and Jamie Mai took a slightly different shorting position than did Eisman, Burry, Lippmann, and others. Instead of betting against the <em>lowest <\/em>tranches of the CDOs, <strong>they purchased credit default swaps that enabled them to bet against the <em>highest <\/em>tranches<\/strong>. Why would they do this? Because they saw that the triple-A bonds were just as vulnerable to collapse as the triple-B bonds, but the swaps against them weren\u2019t priced that way.&nbsp;<br><\/p>\n\n\n\n<p>Obviously, these bad loans were <em>all <\/em>subject to the same economic forces. <strong>If <em>one <\/em><a href=\"https:\/\/www.shortform.com\/blog\/what-is-a-subprime-mortgage\/\">subprime mortgage<\/a> went bad, they were <em>all <\/em>likely to go bad<\/strong>. Charlie Ledley and Jamie Mai couldn\u2019t believe the opportunity they were confronted with. On October 16, 2006, they bought $7.5 million worth of credit default swaps from Lippmann\u2019s trading desk, betting against the double-A <a href=\"https:\/\/www.shortform.com\/blog\/what-is-a-tranche-finance-definition\/\">tranche<\/a> (one rating below triple-A) of a <a href=\"https:\/\/www.shortform.com\/blog\/what-is-a-cdo\/\">CDO<\/a>. Four days later, they bought another $50 million worth from Bear Stearns. Cornwall only needed to spend a fraction of the face value of the referenced CDOs. A small investment in credit default swaps translated to a potential enormous gain once the CDOs collapsed. <strong>By February 2007, they owned $205 million worth of credit default swaps against double-A CDO tranches<\/strong>. They had put their chips down.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\">Their Bet Pays Off<\/h2>\n\n\n\n<p>When Morgan Stanley finally admitted defeat and exited the trade, <strong>they had lost a net $9 billion, the single largest trading loss in Wall Street history<\/strong>. By the end of 2007, the bank lost over $37 billion through the subprime mortgage bond and related derivatives market. In an infamous conference call with shareholders, Morgan Stanley CEO John Mack revealed that he had zero understanding of what his bond department had been up to. The game had grown too complex for even the titans of Wall Street themselves to understand. <strong>Total losses on U.S. subprime-related assets would eventually top $1 trillion.&nbsp;<\/strong><br><\/p>\n\n\n\n<p>For Charlie Ledley and Jamie Mai at Cornwall Capital, <em>now <\/em>was the time to act. Their credit default swaps on the collapsing CDOs were worth more than they had ever been. But if they waited too long, they might lose everything. Either the government would step in and guarantee the bad subprime loans, or the banks they\u2019d bet against (like Bear Stearns) would go bankrupt and be unable to pay them. It was time to sell. On August 6, 2007, at a pub in the south of England (where he was on vacation with his family), Ben Hockett logged onto his laptop and looked for buyers on $205 million in swaps on double-A tranches of subprime mortgage CDOs. UBS, Merrill Lynch, and soon-to-be-bankrupt Lehman Brothers fiercely competed with one another to buy what Hockett had to sell. In the end, <strong>Cornwall\u2019s swaps costing about $1 million sold for $80 million by the close of business that day. Their long shot had paid off 80:1.<\/strong><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Who are Charlie Ledley and Jamie Mai? And how did they turn $110,000 into $80 million? Charlie Ledley and Jamie Mai are the founders of Cornwall Capital, a New York City investment corporation. They shorted the housing market before the 2008 financial crisis and were featured in the book and movie The Big Short. We&#8217;ll cover how Charlie Ledley and Jamie Mai got their start in investing and how they went from second-class citizens in the financial world to major Wall Street players.<\/p>\n","protected":false},"author":4,"featured_media":2430,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[31,33],"tags":[52],"class_list":["post-2358","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-money","category-people","tag-big-short","","tg-column-two"],"yoast_head":"<!-- This site is optimized with the Yoast SEO Premium plugin v24.3 (Yoast SEO v24.3) - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Charlie Ledley and Jamie Mai: Bit Players to Millionaires (Cornwall Capital) - Shortform Books<\/title>\n<meta name=\"description\" content=\"Charlie Ledley and Jamie Mai are founders of Cornwall Capital, which made its name shorting the housing market. Learn how they turned $110,000 into millions.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Charlie Ledley and Jamie Mai: Bit Players to Millionaires (Cornwall Capital)\" \/>\n<meta property=\"og:description\" content=\"Charlie Ledley and Jamie Mai are founders of Cornwall Capital, which made its name shorting the housing market. Learn how they turned $110,000 into millions.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/\" \/>\n<meta property=\"og:site_name\" content=\"Shortform Books\" \/>\n<meta property=\"article:published_time\" content=\"2019-10-28T23:30:23+00:00\" \/>\n<meta property=\"article:modified_time\" content=\"2022-03-09T14:32:14+00:00\" \/>\n<meta property=\"og:image\" content=\"https:\/\/www.shortform.com\/blog\/wp-content\/uploads\/2019\/10\/big-short-charlie-ledley-jamie-mai.jpg\" \/>\n\t<meta property=\"og:image:width\" content=\"764\" \/>\n\t<meta property=\"og:image:height\" content=\"509\" \/>\n\t<meta property=\"og:image:type\" content=\"image\/jpeg\" \/>\n<meta name=\"author\" content=\"Amanda Penn\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Amanda Penn\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"8 minutes\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"Article\",\"@id\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/#article\",\"isPartOf\":{\"@id\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/\"},\"author\":{\"name\":\"Amanda Penn\",\"@id\":\"https:\/\/www.shortform.com\/blog\/#\/schema\/person\/01b0e4c9ddb993e51d03808839d538b0\"},\"headline\":\"Charlie Ledley and Jamie Mai: Bit Players to Millionaires (Cornwall Capital)\",\"datePublished\":\"2019-10-28T23:30:23+00:00\",\"dateModified\":\"2022-03-09T14:32:14+00:00\",\"mainEntityOfPage\":{\"@id\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/\"},\"wordCount\":1692,\"commentCount\":0,\"publisher\":{\"@id\":\"https:\/\/www.shortform.com\/blog\/#organization\"},\"image\":{\"@id\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/#primaryimage\"},\"thumbnailUrl\":\"https:\/\/www.shortform.com\/blog\/wp-content\/uploads\/2019\/10\/big-short-charlie-ledley-jamie-mai.jpg\",\"keywords\":[\"The Big Short\"],\"articleSection\":[\"Money\",\"People\"],\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"CommentAction\",\"name\":\"Comment\",\"target\":[\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/#respond\"]}]},{\"@type\":\"WebPage\",\"@id\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/\",\"url\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/\",\"name\":\"Charlie Ledley and Jamie Mai: Bit Players to Millionaires (Cornwall Capital) - Shortform Books\",\"isPartOf\":{\"@id\":\"https:\/\/www.shortform.com\/blog\/#website\"},\"primaryImageOfPage\":{\"@id\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/#primaryimage\"},\"image\":{\"@id\":\"https:\/\/www.shortform.com\/blog\/charlie-ledley-and-jamie-mai-cornwall-capital-big-short\/#primaryimage\"},\"thumbnailUrl\":\"https:\/\/www.shortform.com\/blog\/wp-content\/uploads\/2019\/10\/big-short-charlie-ledley-jamie-mai.jpg\",\"datePublished\":\"2019-10-28T23:30:23+00:00\",\"dateModified\":\"2022-03-09T14:32:14+00:00\",\"description\":\"Charlie Ledley and Jamie Mai are founders of Cornwall Capital, which made its name shorting the housing market. 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