36. What Are You Retiring To?

36. What Are You Retiring To?

Many people look forward to retiring, often with dreams – or even plans – of days filled with leisure. But the reality is, after years of working or running a business, people need something to fill their time, replace the lost companionship, and provide a sense of fulfillment. And for people planning to retire early, often you need to bridge the lost income and benefits not available until full retirement age. Brian Withers understands these things deeply, having walked away from a high-paying corporate job in his early 50s. In this episode, Jason and Jeff talk with Brian about his experiences making an early retirement possible, how he manages his investments, and maybe most importantly, how he figured out what he was retiring to when he left the corporate world. Looking to connect with Brian? Check out https://brianwithers.com/ and follow him on Twitter @StocksWithBrian. Companies discussed: MELI, NFLX, LMND, HD, HUBS We would love feedback on the show. Share with us at: Email: thesmatteringshow@gmail.com Twitter: @smatteringshow Check out our YouTube channel for more content: Find the 2023 Smattering Portfolio here: Learn more about your ad choices. Visit megaphone.fm/adchoices

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Episoder(266)

210. Investing Unscripted, Unscripted

210. Investing Unscripted, Unscripted

What if AI plateaus and remains structurally mediocre?  Jason and Jeff challenge Wall Street's unstoppable narrative, talk portfolio rebalancing, and dissect the line between investing skill and pure ...

17 Jun 52min

First Fridays 31. June 2026

First Fridays 31. June 2026

Did the SpaceX IPO live up to the hype? We’re breaking down why Elon Musk's space venture might be a trap for retail investors, plus deep dives into The Trade Desk's struggles, QuantumScape's data cen...

14 Jun 1h 3min

209. Our Best Stock Ideas Right Now

209. Our Best Stock Ideas Right Now

In this episode, Jason and Jeff open up their "Savvy Trader" portfolio to reveal their four most recent stock purchases. They break down the evolving credit risks and e-commerce dominance of MercadoLi...

10 Jun 57min

208. The 15 Investing Terms You Need to Know

208. The 15 Investing Terms You Need to Know

Jason and Jeff break down 15 essential investing terms that are constantly thrown around in the financial world. The duo translates Wall Street jargon into plain English, explaining the difference bet...

3 Jun 1h 7min

207. Missing Fads with Brian Stoffel

207. Missing Fads with Brian Stoffel

In this episode of Investing Unscripted, Jason and Jeff are joined by longtime friend and investing educator Brian Stoffel. Brian shares his fascinating journey from a middle school writing teacher in...

27 Mai 1h 1min

206. May 2026 Mailbag

206. May 2026 Mailbag

In the May 2026 Mailbag, Jason and Jeff tackle a series of compelling listener questions, starting with a deep dive into whether "vibe coding" and agentic AI are truly an existential threat to major S...

20 Mai 1h 4min

205. The 3 Questions Every Investor Should Answer

205. The 3 Questions Every Investor Should Answer

Jason and Jeff strip investing down to its core framework. They break down the "Why, What, and How" that every investor needs to answer to build a sustainable and successful portfolio. The duo explore...

13 Mai 56min

204. Stocks for the AI Hater

204. Stocks for the AI Hater

In this episode, Jason and Jeff take a much-needed break from the relentless AI hype cycle to focus on "boring" but beautiful businesses. The duo builds an "Anti-AI" portfolio of companies that are po...

6 Mai 59min

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