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Uncover potential new investments and learn about financial markets on the Chit Chat Money podcast. Our flagship show releases three episodes a week with a focus on analyzing individual stocks in a variety of formats. We periodically publish seasons of a History of Financial Markets, which you can listen to here. The show notes for each episode are published on this website, which you can find below.

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A History of Financial Markets Season One: 1900 – 1909

A History of Financial Markets is a podcast for any and all investors or people interested in history. The show aims to cover all the main events and historical figures from finance throughout history. Season one starts with the 1900 – 1909 period in the United States. Read below to get the summary of each episode. Thank you in advance for listening! (You can follow the show on your podcast player of choice to immediately know when future seasons drop) Episode one: Markets at

Thursday Deep Dive: Roblox

***Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing*** Listen on Spotify *Follow Ian here. This week on our Thursday Deep Dive we discussed Roblox (ticker: RBLX). The gaming platform is not yet public, but did drop its S-1 last week. Here is a quick summary of what we discussed on the show, but make sure to listen for the full overview: What do they do? Roblox has two main services for its customers: Roblox Client and Roblox Stu

Episode 95: Interview With Lawrence Hamtil

***Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing*** *Follow Lawrence on Twitter On episode 95 Ryan and I had a nice discussion with Lawrence Hamtil. Lawrence works for Fortune Financial and writes semi-frequently about different investing topics on the company’s blog. We discussed what gives a company a durable moat, and why the defense industry and waste management are going to be difficult for any start-up to disrupt. This

Fundamental Analysis: StoneCo

***Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing*** Watch on YouTube Listen on Spotify On this Sunday’s Fundamental Analysis show we discussed StoneCo. Here is a screenshot summary of the show: What is StoneCo? It sells POS systems, software, and finances SMBs in South America. When were they founded? In 2012 by Andre Street and Eduardo Pontes. Valuation: EV/sales of 34.4. EV/FCF above 100. Latest Earnings: $589.3 million in

Fundamental Analysis: Peloton

***Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing*** Watch on YouTube Listen on Spotify On this Sunday’s Fundamental Analysis show we discussed Peloton. Here is a screenshot summary of the show: What is Peloton? It sells exercise bikes and digital subscriptions for exercise classes. When were they founded? In 2012 by John Foley. Valuation: EV/sales of 11.8, EV/GP of 27. Latest Earnings: $758 million in sales growing 232% YoY O

Thursday Deep Dive: Opendoor

***Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing*** Watch on YouTube Listen on Spotify *Follow Ian here. For our Deep Dive episode this week the three of us discussed Opendoor, the iBuying company going public in a merger through a SPAC with Social Capital. Opendoor is attempting to reinvent buying and selling a home. The site offers an on-demand, digital-first experience that is supposed to save everyone time and money. The

The Four Quadrants of Investability

***Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing*** There are two things I think about when evaluating a potential investment. One is if/how the financials of the underlying business will change (the fundamentals). The second is if/how the valuation the company trades at will change. This allows me to classify an investment into four different quadrants, based on what I believe to be true about the company: Valuation re-ratin

Episode 92: Interview with Bill Brewster

***Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing*** On this week’s episode, we got to chat with Bill Brewster. Bill runs Sullimar Capital, a family office, and does a weekly show with Tobias Carlisle and Jake Taylor called Value After Hours. We had a fantastic discussion with Bill surrounding Robinhood and how they can build a better environment for long-term investors instead of day traders. If you use Robinhood as your brok

Fundamental Analysis: Par Technologies

*Use our link or enter promo code “CCM” at checkout to get $10 off your first month at 7investing Watch on YouTube Listen on Spotify On this Sunday’s Fundamental Analysis show we discussed Par Technologies. Here is a screenshot summary of the episode: What is Par Tech? The company provides hardware and software for QSR and fast-casual restaurants. When were they founded? In 1978 by John Sammon. Valuation: EV/sales of 4.3, forward P/E of 43.6 Latest Earnings: $198.7 million TT

Thursday Deep Dive: Blackline

Watch on YouTube Listen on Spotify *Follow Ian here. This week for our deep dive episode we discussed Blackline (ticker: BL). The company is a cloud-based software company with products meant for enterprise customers. Its goal is to automate menial tasks in the accounting department and alleviate stress at the end of the quarter. Here is a direct quote from its 10-K: “Our secure, scalable platform supports critical accounting processes such as the financial close, account rec

Episode 91: Discussion With 7Investing Team

On the 91st edition of Chit Chat Money, we had the pleasure of sitting down with the entire 7investing team (check them out here). The 45-minute+ discussion was centered on two topics: healthcare and real estate. The healthcare discussion was lead by me, and I got to ask questions to Maxx, Simon, and Austin about the complicated healthcare industry. The real estate discussion was lead by Ryan and he got to ask questions to Steve, Matt, and Dan about iBuying. The whole show wa

Thursday Deep Dive: Charles Schwab

Watch on YouTube Listen on Spotify *Follow Ian here. This week Ryan, Ian, and I discussed Charles Schwab. Schwab is an investment services firm with over $6 trillion (yes, trillion) in assets under management (AUM). They have two flagship products: brokerage/retirement accounts and financial advisory services. Its brokerage accounts are what an individual investor would use to buy and sell securities. Schwab makes money by investing idle cash in interest-bearing assets like t

Episode 90: Interview With Beth Kindig

In episode 90 of Chit Chat Money, we talked with Beth Kindig, one of the top technology investors out there. Beth has experience working in the tech industry and now focuses on her own newsletter, which you can find here. During the interview, we talked at length on Zoom Video and Roku and then wrapped things up with a quick discussion on Fastly and Bitcoin. I learned a ton from this interview and think any listener will as well. YouTube Video Spotify Link Screenshot Summary

Thoughts on Stitch Fix as a Long-Term Investment

I’ve been reading and thinking about Stitch Fix lately. I bought a few shares in March when the valuation was dirt-cheap, but it subsequently has moved to my “too-hard” pile when I sold everything in September. The company trades at a reasonable sales multiple (1.9x EV/sales LTM) when you consider: They are growing clients and revenue at ~10% a year even with COVID headwinds Gross margins sit at 45% and can expand at scale They have no debt and are cash flow positive You migh

Fundamental Analysis: LightSpeed

Watch on YouTube Listen on Spotify On this Sunday’s Fundamental Analysis show we discussed Lightspeed. Here is a screenshot summary of the episode: What is Lightspeed? Lightspeed offers a cloud-based commerce platform with POS solutions. It is essentially a copy of Square based in Canada. When were they founded? They were founded by Dax DaSilva in Montreal Canada in 2005. Valuation: EV/sales of 26, EV/GP of 43.3, MA EV/sales of 85 Latest Earnings: Sales up 51% YoY, 60% gross

Thursday Deep Dive: Lemonade

Watch on YouTube Listen on Spotify *Follow Ian here. This week for our Deep Dive, Ian, Ryan, and I discussed Lemonade. The company is attempting to disrupt the insurance industry with a product that is digitally-native, AI-powered, and fixed-fee focused instead of the traditional insurance companies who have many offices and human reps selling the product. Right now Lemonade offers home, rental, and pet insurance and onboard customers with “Maya,” their intake chatbot. “Jim”

Are We Discounting Cannabis Stocks too Much?

I used to be a major bear on cannabis stocks. It wasn’t a particularly bold stance (remember Tilray trading at an EV/sales of 420 in 2018?), but I was vehemently on the other side of the pot stock bubble of 2018. If you don’t believe me, here is a poorly written blog post to timestamp my take. Since the 2018 peak, the North American Marijuana Index, which tracks the largest public companies in the industry, has fallen from 300 to just above 100. That’s is awful relative to an

Fundamental Analysis of Autodesk

Watch on YouTube Listen on Spotify On this Sunday’s Fundamental Analysis show we discussed Autodesk. Here is a screenshot summary of the episode: What is Autodesk? Autodesk is a global leader in 3D design products for engineering, construction, and manufacturing businesses. When were they founded? They were founded sometime in the 1970s by Mike Riddle, and then IPOed in 1985. Valuation: EV/sales of 14.6, EV/FCF of 54.6, no dividend. Latest Earnings: Q2 revenue grew 14% YoY on

Are Subscription Businesses at Risk in a High Inflation Environment?

People are worried about inflation. You can go on CNBC, Bloomberg, or the WSJ and every day there are articles with headlines like this one: “As long-term Treasury yields rise, investor Peter Boockvar warns inflation would spark the ‘market’s worst nightmare’“ The headline is clickbait (and just a tad bit of fear-mongering), but it is telling the truth: investors are worried about inflation. Sure, some have been worried and wrong about it since 2009, but this time it might be

Thursday Deep Dive: Fiverr

Watch on YouTube Listen on Spotify *Follow Ian here. This week for our Deep Dive, Ian, Ryan, and I discussed Fiverr. The company is based in Israel and is an online marketplace that connects freelancers to potential clients. It is called Fiverr (pronounced “Five-er”) because the original idea was to get a service for as little as five dollars. Using Fiverr, independent developers, designers, and other remote workers post their qualifications and what jobs they are looking for

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