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On this episode of the 100 Year Thinkers, Chris Mayer and Matt Zeigler discuss long-term investing, 100-baggers, AI stocks, SpaceX valuation, founder-led companies, and why the best investments often come with brutal drawdowns. We also cover his new book The Investor's Odyssey, the danger of letting labels like AI do too much work, how to think about TAM and capital allocation, and why patience may be the biggest edge for investors trying to own great businesses for decades.
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The Investor's Odyssey: Resisting the Sirens and Playing the Long Game
https://amzn.to/44BMXeJ
Main topics covered
Why SpaceX, AI and trillion-dollar IPOs are testing investor discipline
How Chris Mayer thinks about valuation after watching Google become a huge winner
Why great businesses can still be terrible investments at the wrong price
The danger of letting labels like AI, quality and TAM replace real analysis
Why many AI features may not create real customer value
What the dot-com bubble can teach investors about AI adoption and shakeouts
Why investors do not need to be early if a company is truly exceptional
How to separate AI anecdotes from real financial impact
Why capital allocation and return on invested capital matter more as companies scale
How to evaluate founder control, governance, incentives and trust
Why the best long-term stocks can still fall 50 percent or more along the way
What rational exuberance might look like for long-term investors
Timestamps
00:00 Intro: Chris Mayer on AI, SpaceX and long-term investing
04:00 SpaceX valuation vs Google and the risk of paying too much
08:01 Why labels like AI and quality can do too much work
12:05 The AI pause, the dot-com analogy and where real value may emerge
16:06 Why investors do not need to be early when a business is real
21:00 Becoming a great company versus already being mature
25:10 Thinking about TAM, market share and realistic growth expectations
29:43 Corporate governance, free float and shareholder rights
34:27 How to judge founder trust, incentives and compensation
38:57 Employee ownership, culture and building enduring companies
43:02 Investor frustration in a lopsided AI-driven market
47:02 Why even a perfect stock picker would face brutal drawdowns
52:17 The rise of trillion-dollar IPOs and the question of rational exuberance
56:29 The Investor's Odyssey and playing the long game
Ben Inker of GMO joins Excess Returns to break down whether the AI boom is an investment bubble, how it compares to 2000, 2007 and 2021, and why today’s risk may be more about earnings than valuations. We also discuss AI capital spending, market supply from IPOs, GMO’s seven-year asset class forecasts, international stocks, benchmark-free allocation and what private equity investors may be missing.
7 YEAR ASSET CLASS FORECAST
https://www.gmo.com/americas/research-library/gmo-7-year-asset-class-forecast-may-2026_gmo7yearassetclassforecast/
WHAT BARBARIANS LIKE TO TAKE PRIVATE
https://www.gmo.com/americas/research-library/part-1-what-barbarians-like-to-take-private_gmoquarterlyletter/
THE CASE FOR LIQUID ALTERNATIVES
https://www.gmo.com/americas/research-library/the-case-for-liquid-alternatives-in-todays-environment_insights/
Main topics covered
Why GMO sees the AI boom as a bubble investors may be able to navigate
The difference between easy bubbles and hard bubbles in portfolio construction
Lessons from the internet bubble, the global financial crisis and the 2021 duration bubble
Why today’s market may be an earnings bubble, not just a valuation bubble
How AI data center spending affects corporate profits before depreciation shows up
Why transformational technologies do not always reward the companies building them
The risk of circular financing, debt-funded AI spending and increasingly creative deal structures
How IPOs, share issuance and market supply can pressure stock returns
GMO’s seven-year asset class forecasts and why international stocks look more attractive than U.S. stocks
Why private equity portfolios may contain large hidden bets on small, lower-quality companies
Timestamps
00:00 AI, earnings bubbles and market supply
00:58 Why Ben Inker thinks the AI bubble may be easier to navigate
02:43 What makes a bubble easy or hard for investors
08:12 Comparing risk and return in 2000, 2007, 2021 and today
14:42 Why optimizers and real clients see risk differently
17:02 What GMO learned from managing through past bubbles
19:08 How today compares to the 2000 internet bubble
20:00 Why this may be an earnings bubble
23:34 Semiconductors, memory makers and the capital cycle
25:00 How AI CapEx compares to railroads, electricity and fiber optics
29:33 Debt, circular financing and strange AI deals
34:32 Why massive stock issuance could challenge the market
40:00 How GMO builds seven-year asset class return forecasts
41:40 Why interest rates change fair value for stocks and bonds
45:32 Why international, value and small-cap stocks look more attractive
49:06 The case for a benchmark-free portfolio
55:21 What 700 leveraged buyouts reveal about private equity
01:02:00 How public portfolios can offset private equity risks
01:03:37 Why investors need to understand what they are paid for
01:08:27 Closing thoughts
Ian Smith, portfolio manager at William Blair, joins Excess Returns to break down emerging markets, global diversification, and why EM may offer a very different opportunity set than US stocks. We discuss AI capex, the role of Korea, Taiwan, China and India, the impact of the dollar, quality investing, valuation, and how active investors can think about opportunity in a world shaped by AI disruption and geopolitical change.
William Blair Investment Management
https://im.williamblair.com/
The Problem With Quality
https://im.williamblair.com/insights/articles/the-problem-with-quality
Topics covered:
Why emerging markets are not one single trade
How AI capex is reshaping EM indexes and performance
Why Korea, Taiwan and China are central to the AI supply chain
The role of the US dollar in emerging market returns
Why EM index concentration is higher than many investors realize
What past innovation cycles can teach us about the AI buildout
How AI is changing the definition of quality investing
Why China’s manufacturing strength creates both opportunity and risk
The long-term case for India despite high valuations
How William Blair evaluates quality, trajectory and underappreciation
Why valuation in emerging markets requires more than simple multiples
The one investing lesson Ian Smith would teach the average investor
Timestamps:
00:00 Intro
04:10 Why emerging markets are not one market
08:37 Why EM is underrepresented in global indexes
13:16 How the dollar impacts emerging market returns
18:37 AI capex, picks and shovels, and EM supply chains
24:17 How William Blair is using AI in the investment process
28:30 Why quality and growth have decoupled in emerging markets
33:19 Why AI disruption creates opportunity for active managers
37:30 China’s overcapacity, competition and global manufacturing edge
42:00 India’s long-term growth drivers and valuation challenge
47:00 Finding underappreciated quality in EM stocks
52:01 Deglobalization, China and the future of global trade
56:09 The one lesson Ian Smith would teach investors
Tobias Carlisle joins Excess Returns to discuss why today’s market may be setting up a major opportunity in value stocks, small caps and micro caps. We cover stretched market valuations, AI capex, SpaceX and other massive IPOs, the risk of speculative growth assumptions, and how Tobias builds systematic deep value portfolios in ZIG and DEEP.
Tobias Carlisle on X
https://x.com/Greenbackd
Acquirers Funds
https://acquirersfunds.com/
Topics covered:
Why elevated market valuations point to lower forward returns, not necessarily an immediate exit from stocks
The case for small value, micro-cap value and mid-cap value after a long large-cap growth cycle
Why equal-weight indexes and small caps may be signaling a market leadership shift
Whether AI capex will create lasting profits or mostly benefit consumers
The parallels and differences between AI, the dot-com boom, railroads and fiber optic buildouts
How AI spending is being financed and why the stock market may be demanding more compute investment
What the SpaceX IPO, OpenAI and Anthropic could mean for market supply and investor psychology
Why base rates are being challenged by the growth of major technology platforms
How disruption can create value traps and why traditional valuation metrics can struggle in disrupted industries
The energy demand implications of AI data centers and why nuclear and natural gas could matter
How Tobias combines valuation, quality, financial statements and portfolio construction in ZIG and DEEP
Why quarterly rebalancing may be a practical balance between timing luck, momentum and trading costs
Timestamps:
00:00 Why AI value may accrue to consumers
04:00 What extreme market valuations say about future returns
08:22 Small caps, equal weight and the Mag Seven reversal
14:15 AI capex and lessons from past technology booms
19:47 Who gets the profits from AI?
23:00 Cash flow, debt and the AI spending race
28:06 SpaceX, giant IPOs and market supply
31:00 OpenAI, Anthropic and Mauboussin’s base rates
35:17 Is buying the S&P 500 more speculative than investors realize?
36:57 Value investing during disruptive technology cycles
41:07 War, energy prices and the broadening trade
45:32 Semiconductor valuations and aggressive growth assumptions
47:30 How Tobias builds the ZIG and DEEP portfolios
54:17 ETF rebalancing, timing luck and systematic value investing
Professor Aswath Damodaran joins Kai Wu on The Intangible Economy to break down how to value SpaceX, AI companies, intangible assets, and the future of value investing.
We discuss why big markets do not automatically create big value, how AI CapEx is changing the character of major technology companies, and why the best investment stories still have to connect to the numbers.
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Topics covered:
Valuing SpaceX after its IPO and why price matters even for great companies
How Starlink, space launch, and xAI fit into SpaceX’s valuation story
Why total addressable market can mislead investors in AI and other disruptive industries
The problem with AI unit economics, data centers, power, water, and reinvestment needs
Why growth can destroy value when margins and returns on capital are weak
How intangible assets, R&D, future growth, and narratives should show up in valuation
The Big Market Delusion and how overconfidence drives boom and bust cycles
Why AI CapEx is different from the dot-com boom and could create broader risks
How AI is changing the character of the Magnificent Seven and semiconductor companies
Why value investing became rigid, ritualistic, and righteous, and how it can evolve
Timestamps:
00:00 Why great companies can still be bad investments
01:03 Introducing Aswath Damodaran and The Intangible Economy
01:49 SpaceX IPO, Starlink, xAI, and the challenge of valuing uncertainty
05:31 Why Starlink became the core of SpaceX’s current revenue
10:31 How Damodaran valued SpaceX across launch, connectivity, and AI
14:07 Why AI’s huge market may still have difficult unit economics
17:10 The tension between SpaceX competing in AI and renting data centers to competitors
20:00 Why valuation should use distributions instead of false precision
22:39 How stories and numbers work together in valuation
26:45 Why investors confuse promises, potential, and businesses
30:49 The Big Market Delusion and overconfidence in AI investing
33:02 Why the AI CapEx boom is different from the dot-com bubble
35:17 How AI infrastructure is changing the Magnificent Seven
38:36 Nvidia, Micron, semiconductors, and the risk of peak cycle earnings
41:00 Why the biggest AI market stories could be scary for society
43:37 AI disruption, labor markets, and the speed of technological change
46:30 Measuring which jobs and companies are most exposed to AI automation
49:00 Why AI cost structure may look more like Spotify than software
51:13 The unresolved business model questions for LLMs and AI agents
52:29 Why traditional value investing lost its edge
56:03 Passive investing, book value, and the blame game in value investing
58:13 Why rigid value investing is vulnerable to AI disruption
01:00:58 How value investing can adapt to intangible assets and uncertainty
01:02:21 Why any company can be a good investment at the right price
01:04:57 Why investing mistakes and track records are harder to judge than they look
In the third episode of First Principles with Andy Constan, Andy breaks down the changing structure of markets as the IPO window reopens, AI CapEx accelerates, and corporate buybacks shift toward new equity supply. We discuss what the SpaceX IPO says about capital markets, whether AI spending can create disinflationary growth, why the consumer is still holding up, and what could challenge the current market bubble.
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Topics covered:
Why IPOs are central to the purpose of public markets
How Andy evaluates whether the SpaceX IPO worked
Why issuers may want IPOs to trade higher after pricing
The shift from stock buybacks to new equity issuance
Why AI CapEx is changing the supply and demand for shares
How hyperscaler spending is being funded through cash, bonds, and stock
The economic test for whether AI investment pays off
Disinflationary productivity growth versus labor displacement
Why the current economy is still supported by consumption
The role of wealth effects and consumer dissaving
Why falling oil prices may not eliminate inflation pressure
What Andy is watching in Fed policy, tariffs, AI CapEx, and equity issuance
How Kevin Warsh could approach rates, QT, and the Fed balance sheet
Timestamps:
00:00 Intro and key themes
04:18 How Andy reads the SpaceX IPO
08:27 Why underwriters and regulators want IPOs to work
13:00 Why issuers may want IPOs to trade higher
17:05 From stock buybacks to new equity supply
21:06 The 600 to 700 billion dollar shift in share supply
26:42 The economic test for AI tokens
32:09 Can AI create disinflationary productivity growth?
38:10 Is AI CapEx holding up the economy?
41:00 Wealth effects, dissaving, and the consumer
45:52 Oil prices, war, and inflation
49:07 Jalen Brunson, incentives, and long-term value
52:00 Fed policy, tariffs, and what matters this summer
55:36 Kevin Warsh, QT, and the Fed balance sheet
58:42 Closing thoughts
No information on this podcast should be construed as investment advice. Securities discussed in the podcast may be holdings of the firms of the hosts or their clients.
In this episode of The OPEX Effect, Jack Forehand and Brent Kochuba break down the market structure impact of the SpaceX IPO, options expiration, dealer gamma, volatility, and the next major setup for the S&P 500 and Nasdaq. They discuss why SpaceX may trade more on flows than fundamentals, how call buying could create a gamma squeeze, and why June OPEX, VIX expiration, FOMC, oil, Iran headlines, and index inclusion could all collide at once.
Subscribe to the OPEX Effect on Spotify
Subscribe to the OPEX Effect on Apple Podcasts
Topics covered:
Why SpaceX is a flows game at the start of trading
How the SpaceX IPO could affect liquidity across mega cap tech stocks
Why fundamentals may not matter when index flows and forced buying dominate
The role of Nasdaq, Russell, and S&P 500 index decisions in SpaceX trading
How options could create a gamma squeeze in SpaceX
Why dealer hedging flows can push stocks higher or lower
What June options expiration could mean for the S&P 500
Why VIX expiration and FOMC create a key market window
How Core1M signaled the recent volatility spasm
Why expensive calls, not put buying, drove the recent market stress
The key S&P 500 levels Brent is watching into OPEX
How oil, rates, inflation, and Fed policy could affect market volatility
Why Nasdaq options pricing is diverging from the S&P 500
How SpaceX index inclusion could widen the gap between Nasdaq and the S&P
What would make Brent add protection or look for another short-term market correction
Timestamps:
00:00 Opening clips and the SpaceX flow setup
05:27 Elon Musk net worth after the SpaceX IPO
07:13 SpaceX, liquidity, Mag Seven selling, and index demand
12:48 Why SpaceX may trade on flows before fundamentals
17:59 What options trading could change for SpaceX
22:05 How call buying can create a gamma squeeze
28:24 Why June OPEX matters more than a normal expiration
33:55 VIX expiration, FOMC, and market path dependency
37:20 The Core1M signal and the recent volatility spasm
41:22 The S&P 500 gamma map and key risk levels
46:25 Why expensive calls drove the market stress
50:14 Oil, rates, inflation, and the Fed setup
57:03 The JPMorgan collar and the 6900 to 7000 support zone
58:32 Nasdaq versus S&P 500 after the SpaceX IPO
01:03:14 Brent’s summary, SpaceX gamma squeeze risk, and the next market setup
Mike Green joins Excess Returns to explain why passive investing, index construction, SpaceX, AI IPOs and mega-cap concentration may be changing how the stock market actually works. We discuss how passive flows can affect prices, why AI earnings may be more circular than investors think, what could break the current market narrative, and why the economy feels much weaker for many households than the headline data suggests.
Michael Green Twitter
https://x.com/profplum99
Simplify Asset Management
https://www.simplify.us/
Topics covered:
Why the SpaceX IPO has turned passive investing into a mainstream market structure debate
How index committees and passive flows can influence individual stocks
Why low float, Nasdaq demand and passive buying could create unusual IPO dynamics
How new AI-related equity issuance could change the supply-demand balance in the stock market
The research behind passive flows, market impact and cap-weight concentration
Why Mike thinks passive buying explains more of mega-cap outperformance than AI fundamentals
The circular financing risk in AI, including Nvidia, CoreWeave, Google and Anthropic
Why buy-the-dip flows, ETFs, CTAs and vol control funds matter for market direction
How headline economic data can miss household stress, second jobs and lost purchasing power
What Mike is watching to see whether the AI trade and market narrative are starting to break
Why AI may be hugely valuable to consumers before it creates major business productivity gains
How companies may eventually redesign business models around AI rather than simply automate tasks
Why SpaceX wealth creation could seed the next generation of competitors
How inflation, gasoline prices, low savings and a K-shaped economy are affecting consumers
Timestamps:
00:00 Passive indices, AI profits and why this market feels different
04:07 Why SpaceX changed the passive investing debate
08:01 The research behind passive flows and market impact
12:16 Why Mike thinks passive flows explain mega-cap strength
16:18 ETF flows, buy-the-dip behavior and bubble dynamics
20:28 Why economic data can miss household stress
25:13 Bubble warnings, CAPE and what investors may be ignoring
29:17 AI as a consumer advice engine versus a productivity revolution
33:29 How businesses may redesign themselves around AI
37:51 Why IPO wealth may create the next generation of competitors
42:06 Mike Green’s upcoming book on passive investing and market structure
AI could become the next general purpose technology, reshaping economic growth, inflation, interest rates and portfolio construction. Vanguard Global Chief Economist Joe Davis joins Excess Returns to explain why AI, demographics, fiscal deficits and globalization may define the next decade for investors, and why the biggest market winners may eventually come from outside the technology sector.
Coming into View: How AI and Other Megatrends Will Shape Your Investmentshttps://amzn.to/4v8L7OfVanguard Megatrends Research Hubhttps://explore.vanguard.com/megatrends.html
Topics Covered:
AI as a potential general purpose technology
Why long-term megatrends can affect short-term market returns
The four forces shaping the next decade: technology, demographics, deficits and globalization
Why Vanguard believes AI could lift U.S. growth above consensus
How AI could offset aging demographics and rising debt
Why great technology cycles often include major stock market drawdowns
The difference between AI automation, augmentation and new industry creation
Why the next AI winners may be in healthcare, financial services and other service industries
The risk that AI disappoints and fiscal deficits dominate the outlook
How tariffs, oil prices and AI investment interact in the macro outlook
What AI could mean for 60/40 portfolios, value stocks, fixed income and international markets
Joe Davis’ lesson for average investors: the power of compounding
Timestamps:
00:00 Why every great technology eventually faces a market drawdown
04:28 The four megatrends shaping the economy
08:56 How megatrends explain short-term S&P 500 moves
13:22 Why AI may be in the 1996 or 1997 stage
18:29 Where the next AI winners could emerge
21:44 AI, fiscal deficits and the danger of kicking the can
26:17 Why 2% growth and 2% inflation may be unlikely
30:31 How to tell if AI augmentation is really working
33:19 AI, globalization and which countries could benefit
38:14 Why investors need a multi-factor macro scorecard
41:23 What AI means for the 60/40 portfolio
44:12 Joe Davis on investing, compounding and Vanguard’s megatrends research
On the latest Click Beta, Matt Zeigler, Dave Nadig and Cameron Dawson discuss what could happen when SpaceX goes public and why this IPO may be as much a market structure problem as a valuation problem.
They break down the potential impact of a $1.75 trillion IPO, 100 times sales, a small free float, forced index buying, passive fund flows, options trading, bubble dynamics and what advisors should tell clients who want SpaceX exposure.
Subscribe to Click Beta on Spotify
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Dave Nadig
https://x.com/davenadig
Cameron Dawson
https://x.com/CameronDawson
Topics Covered:
Why the SpaceX IPO could create a chaotic first 30 days of trading
How 100 times sales, no earnings and a $1.75 trillion valuation change the discussion
Why pre-IPO access, lockups, fees and vehicle structure matter for investors
How Palantir and Tesla frame the debate over extreme growth stock valuations
Why SpaceX could create unusual supply and demand pressure in the public market
How options trading, Nasdaq 100 inclusion and accelerated index rules could affect price discovery
Why free float matters and how a 4 percent float could become a 12 percent index adjustment
How much passive demand might chase SpaceX shares after the IPO
What the bubble triangle says about technology, speculation, money and credit
Why real earnings do not disprove a technology-driven bubble
How liquidity, private credit gates, IPO supply and buybacks could shape the next phase of the market
Why advisors need to help clients think through sizing, exit plans and safe access
Peak season travel, TikTok monoculture, Ocean City, Coheed and Cambria, and the lost art of CDs and mixtapes
Timestamps:
00:00 Why the first 30 days could be chaotic
04:00 Why everyone is talking about the SpaceX IPO
09:23 The market structure problem behind SpaceX
13:00 Options trading, small indexes and forced buying
17:18 How much passive demand could chase SpaceX
21:27 Why real earnings do not disprove a bubble
25:43 Liquidity, IPO supply and why bubbles can keep going
29:13 What advisors tell clients who want SpaceX
33:17 Fake SPVs, scams and safe access
37:39 Ocean City, peak season and Jersey Shore memories
41:39 Coheed and Cambria opening for Shinedown
45:44 Summer concerts, Bikini Kill, Weezer and The Shins
46:25 Cleaning out old cars and rediscovering CDs
50:10 Old iPods, underwater MP3 players and forgotten playlists
53:20 Mixtapes, liner notes and physical music culture
55:08 Where to find Dave Nadig and Cameron Dawson
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