Skippy and Doogles Talk Investing

You can get more details about the show at skippydoogles.com , show notes on our Substack , and please send comments or questions to skippydoogles@gmail.com . Skippy kicks things off with listener mail — Ford is having so much demand that they needed to cancel pre-orders, so watch out Tesla. Doogles taps Farnam Street for some wisdom on not setting ourselves up to fail, and relates that to reactiv...

Doogles kicks things off with some listener mail re Goldman Sachs' outlook on the markets. Skippy recaps the terrible performance of some previous high fliers (Peloton, Docusign, Moderna....etc) over the past week, and Doogles highlights that Nasdaq corrections are very very common. Skippy hits on some great quotes from Howard Marks in his book "The Most Important Thing". Doogles claims victory in...

Dollar Tree customers are feeling "sick to their stomachs" over the 25-50% inflation that's happening over there. Melania Trump is continuing to release NFTs, which Doogles describes as a bubble of a bubble of a bubble. Doogles scolds Americans, saying that we know better, and points to some media examples to take a closer look — a recent LA Times article, a Netflix movie, and a book. Skippy and D...

Skippy and Doogles have a different kind of episode for you today. First up is a ~20 minute preview of a portfolio review pod, which is available to "I Roll With Skippy and Doogles" annual subscribers at skippydoogles.supercast.com. Next is a compilation of fan favorite clips from 2021 — it's got some Second Life, some Cathie Wood, some NIMBY, and, of course, Chamath. Lots of glory, and lots of no...

Welcome to 2022! It's rebalancing time, bringing tears to Doogles' eyes. Next week, Skippy and Doogles are going deep for a special premium episode available at skippydoogles.supercast.com, covering past performing and what they're looking to buy. This episode kicks off with Doogles covering the Buffett vs. Bernie spat over union workers, and how they're looking more and more alike as time guys on...

Welcome to episode 52 — one year of Skippy and Doogles! We start off with the show's special consultant popping by to give a holiday recap and some gift ideas. Then Doogles sadly revisits China Mobile, one year after its US delisting, as it prepares for its Shanghai listing. Skippy raises the recent Jack Dorsey vs. the VC world battle that's taking place over Web3, and Doogles uses that as a trans...

The episode kicks off with listener mail — first a quick hit on some other unexplainable rudeness from the Better.com CEO, and then continuing to pull the thread on Cathie Wood's YOLO trip to nonsense through ARK. Doogles takes us back to MicroStrategy's Bitcoin holdings now that they're trying to figure out how to get yield from it. Skippy highlights how many rich people are currently in Congress...

A friend of a friend tells Doogles that Sex and the City is hurting Peloton's stock. Skippy and Doogles discuss a recent Invest Like the Best podcast interview with Philip Rosedale and Bill Gurley about Second Life and the metaverse. Doogles officially names 'Fragility' as his word of 2021 (look out Merriam-Webster), and he's excited for what this might mean for 2022. Skippy comments on how inflat...

Skippy eats some crow — first he got the wrong call earlier this year on Jim Harbaugh not performing after a salary cut, and second he said not to invest in China and that's exactly where he's found himself. Sticking with China, the future of Variable Interest Entities (VIEs) looks bleak, and they discuss what this means for their recent Alibaba investments. Doogles gives a rundown of the economic...

Doogles pleads for Cathie Wood to calm down as she starts testing "ARK on Steroids". That transitions in a recent Morgan Housel post called "Experts From A World That No Longer Exists" which discusses holding onto past "expertise" can get you into trouble if you don't also adapt. Skippy dives into some recent reading about Solana, and its potential advantages over Bitcoin and Ethereum. In the...

Crypto talk continues in the news — Skippy and Doogles talk Crypto.com buying the naming rights for the Staples Center, ConstitutionDAO's bid to buy a copy of the constitution, and Florida Man claiming to be Satoshi, the creator of Bitcoin. Then Skippy recaps parts of a recent podcast interview with Arnold Van Den Berg where he talks the commodities supercycle and the psychological fortitude of va...

Skippy gets confused as to why Starbucks is adopting the blockchain (and you should be too). Then Skippy and Doogles discuss 3 big breakups this week — General Electric, Toshiba, and Johnson & Johnson are all splitting up their companies. Doogles calls out all of us for perpetuating inflation by buying too much stuff unnecessarily, based on some great reads from Bridgewater Associates and The...

Skippy kicks off with some strong research advice about Series I government bonds, which are paying out 7.12% for this 6 months period. Then he rolls into a series of Tesla quizzes, highlighting how Tesla's valuation continues to be outrageous compared to the rest of the auto industry. Doogles transitions the convo to Zillow's stock, which has taken a 67% beat down since February of this year, rec...

The episode starts with Skippy and Doogles discussing different types of risks based on a great post this week in Of Dollars and Data called "Risking Fast and Slow". Then, the topic on everyone's mind - what is Zuck up to with the metaverse. Doogles reminisces about his Second Life days and asks the question "has Facebook lost its way?". Doogles then brings up a fantastic article in Time about Bla...

Skippy and Doogles launch a Substack at skippyanddoogles.substack.com. Doogles starts off the newsletter with a deeper dive on his investment methodology and Q3 portfolio returns. Skippy stretches as usual to defend value investing, this time claiming that value stocks are a hedge against inflation. Speaking of inflation hedges, the DWAC SPAC shot up by nearly 10x this week upon announcement that...

Skippy forgets to stay in his lane, and begins to spew "wisdom" about genetics. Then Doogles provides his usual dose of happiness by centering the conversation around mounting consumer debt as demonstrated by the Nintendo game Animal Crossing. Skippy pulls out some excellent listener mail, covering a recent New York Times article on the California housing crisis called "Where the Suburbs End" (gre...

Who has two thumbs and is giving up almost $400k per game this year in the NBA? Kyrie Irving. The convo starts with the quizzical nature of that choice, and then moves on to the equal quizzical nature of how it's easier to invest in Non Fungible Tokens (NFTs) than startup companies. Speaking of NFTs, next Doogles brings up listener mail re a Vice article covering the recent Evolved Apes NFT scam w...

Skippy and Doogles kick things off with some double-threaded listener mail — 1) a nod to a robust investing data website, Nasdaq Data Link; 2) TikTokers are looking to Congress for their hot picks. Nancy Pelosi has been deemed Queen of the Markets by this crew... Speaking of politicians trading stocks, 2 Fed Governors are resigning because they got caught with their proverbial hands in the cookie...

Skippy and Doogles developed a recent fascination with a Wall Street Journal article called "Digital Currencies Pave Way for Deeply Negative Interest Rates," and brought on its author, James Mackintosh, to walk through it. The result is a nerdily fun conversation about central banks, digital currencies, interest rates, and market psychology.

Skippy goes straight Limitless — he had a reading extravaganza these week and brought it to the pod. The episode kicks off with listener mail to give some thoughts on where to push long term cash. This leads to a reflection on the 22 year old prediction of Dow 36,000. Then comes a barrage of quick hit topics: MicroStrategy & Bitcoin, the China crackdown continues, Walmart doesn’t actually acce...

The episode kicks off talking about how the world keeps moving faster and faster, and what that means for tech and economics (a new book "Exponential" hits on this in more detail). To continue the book review, Skippy brings up the book "The Art of Nonconformity" and get a crack out of its list of 11 things to do if you want to be unremarkably average. They then discuss how the market has transform...

A man proposes with an NFT and, surprisingly, it doesn't go well. Skippy and Doogles get some listener mail that has Chamath Palihapitiya podcasting his way back into Skippy's psyche — this time through a criticism of investing in Alibaba. This takes the conversation back into China and all the continuing happenings over there (e.g., risks of VIEs, video game restrictions, corporate "donations")....

Skippy kicks off with all the excitement that's currently surrounding Alibaba's stock. Doogles turns off the excitement by talking about the audit industry. Skippy continues the ongoing conversation around wealth inequality through a recent report "From wealthy enclaves to asset deserts" put out by the Economic Innovation Group. Next up is the the rising debt in Japan, which is now nearly 2x Japan...

ISAs continue to be a hot topic in listener mail! Someone writes in to call out Doogles and his declaration that ISAs are debt. Then the conversation flows to investors as hedgehogs or foxes, an important concept when looking at the money losing stories chronicled in a recent Institutional Investor article, “How Millennial Investors Lost Millions on Bill Ackman’s SPAC”. Doogles uses this opportuni...

Things start off with some listener mail, adding Income Share Agreements (ISAs) to the conversation about the hidden costs of some types of debt. Then Doogles celebrates continued evidence of bi-partisanship in the government with the passage of the infrastructure bill in the Senate, and the introduction of a new bill (FRESH START) that aims to make it easier to discharge student loan debt when de...