Investing Unscripted

186. December 2025 Mailbag


Listen Later

In the final episode of 2025, Jason and Jeff empty the mailbag to answer listener questions about managing sudden wealth, tax strategies, and portfolio management. They debate the pros and cons of rebalancing versus letting your winners run (featuring a look at Jason’s highly concentrated Roth IRA) and discuss how to handle a financial windfall like an inheritance. The hosts also break down the risks of complex conglomerates like Brookfield, analyze whether MTY Food Group is a value play or a value trap, and give their unfiltered take on whether recent political news finally makes Cannabis stocks investable.

00:23 Listener Mailbag and Community Engagement

03:09 First Listener Question: Balancing Financial Results and Industry Knowledge

06:50 Using AI Tools for Investment Research

08:27 Real-World Examples and Industry Research

11:04 Brookfield Corporation: Legal Issues and Investment Risks

14:50 MTY Foods: Cash Flow and Investment Potential

22:28 Rebalancing Portfolios: Strategies and Considerations

26:10 Risk Management in Asset Allocation

26:54 Personal Investment Stories and Lessons

28:21 Strategies for 401k, Roth, and Brokerage Accounts

37:29 Handling Inheritance and Tax Implications

45:26 Investing in Cannabis Stocks

50:54 Conclusion and Viewer Engagement

Companies mentioned: AEO, AMZN, BN, CAVA, CMG, CRWD, CTRE, DRI, EAT, EPR, GOOGL, LOB, MCD, MELI, MO, MTY, NFLX, NUE, STLD, TAP, TSM, YUM

*****************************************

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

*****************************************

Email: [email protected]

Twitter: @InvestingPod

Check out our YouTube channel for more content: 

******************************************

To get 15% off any paid plan at fiscal.ai, visit https://fiscal.ai/unscripted

******************************************

Listen to the Chit Chat Stocks Podcast for discussions on stocks, financial markets, super investors, and more. Follow the show on Spotify, Apple Podcasts, or YouTube

******************************************

The Smattering Six

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

...more
View all episodesView all episodes
Download on the App Store

Investing UnscriptedBy Jason Hall and Jeff Santoro

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

96 ratings


More shows like Investing Unscripted

View all
Motley Fool Money by The Motley Fool

Motley Fool Money

3,228 Listeners

Rule Breaker Investing by The Motley Fool

Rule Breaker Investing

938 Listeners

Investing Insights by Morningstar

Investing Insights

518 Listeners

Zacks Market Edge by Zacks Investment Research

Zacks Market Edge

298 Listeners

The Meb Faber Show - Better Investing by The Idea Farm

The Meb Faber Show - Better Investing

943 Listeners

The Investing for Beginners Podcast - Your Path to Financial Freedom by By Andrew Sather, Stephen Morris, and Evan Raidt | Stock Market Guide to Buying Stocks

The Investing for Beginners Podcast - Your Path to Financial Freedom

1,416 Listeners

Animal Spirits Podcast by The Compound

Animal Spirits Podcast

2,020 Listeners

Chit Chat Stocks by Chit Chat Stocks

Chit Chat Stocks

196 Listeners

The Compound and Friends by The Compound

The Compound and Friends

2,145 Listeners

The Intrinsic Value Podcast - The Investor’s Podcast Network by The Investor's Podcast Network

The Intrinsic Value Podcast - The Investor’s Podcast Network

556 Listeners

Excess Returns by Excess Returns

Excess Returns

84 Listeners

Barron's Streetwise by Barron's

Barron's Streetwise

1,573 Listeners

Ask The Compound by The Compound

Ask The Compound

339 Listeners

Business Breakdowns by Colossus | Investing & Business Podcasts

Business Breakdowns

355 Listeners

The Morgan Housel Podcast by Morgan Housel

The Morgan Housel Podcast

989 Listeners