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Investing Unscripted
Jason Hall and Jeff Santoro
227 episodes
3 days ago
Welcome to Investing Unscripted, where we ask the hard questions about investing, the stock market, and personal finance. We don't have THE answers, we only have OUR answers.
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Investing
Business
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All content for Investing Unscripted is the property of Jason Hall and Jeff Santoro and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Welcome to Investing Unscripted, where we ask the hard questions about investing, the stock market, and personal finance. We don't have THE answers, we only have OUR answers.
Show more...
Investing
Business
Episodes (20/227)
Investing Unscripted
177. October 2025 Mailbag

Jason and Jeff answer listener questions about Pinterest stock, the nature of individual stock-picking, their financial goals, favorite podcasts, and Halloween candies on this episode of Investing Unscripted.

01:14 Analyzing Pinterest as an Investment

03:24 The Challenges of Monetizing Pinterest

10:10 Listener Question: Are Stock Pickers Narcissists?

23:09 Determining Financial Goals

24:33 Understanding Retirement Income Needs

25:16 The 4% Rule Explained

26:56 Building Healthy Financial Habits

27:51 Personal Investment Strategies

29:50 Reflecting on Long-Term Investment Returns

30:40 Fun Questions: Podcasts and Halloween Candy

34:24 Investing in Candy Companies

Companies mentioned: HSY, MDLZ, NSRGY, PINS

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

Show more...
4 days ago
43 minutes 2 seconds

Investing Unscripted
176. Moats Don’t Exist

Jason and Jeff discuss the concept of moats in investing, exploring their validity, limitations, and real-life applicability across various industries, including technology, retail, and pharmaceuticals.

01:25 Debating the Existence of Moats

04:01 Intangible Asset Moats: Apple and Nike

15:12 Pharmaceutical Moats and Patent Protection

16:42 Cost Advantages and Efficient Scale

24:13 Amazon's Distribution Network Moat

24:44 The Amazon Shopping Experience

26:05 Amazon's Cost Advantage and Business Model

28:18 Switching Costs and Market Stickiness

29:12 Shopify's Role in E-commerce

31:15 The Risk of Complacency in Companies with High Switching Costs

36:59 Network Effects in Business

43:55 The Importance of Competitive Advantages

Companies mentioned: AAPL, ADBE, AMZN, KO, MA, NKE, ON, SHOP, TSM, UA, V

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

Show more...
1 week ago
46 minutes 42 seconds

Investing Unscripted
175. Are You Ready to Retire, Bro?

Jason and Jeff are joined by financial planning expert Robert Brokamp to discuss key concepts in retirement planning for individuals at every stage of their career, covering topics such as 401(k)s, Roth IRAs, pensions, and the importance of cash and bonds in both accumulation and retirement phases.

00:48 Introducing the Guest: Robert Brokamp

01:31 Previous Episodes and Listener Feedback

02:32 Retirement Planning for New Adults

04:51 Maximizing Employer Match Contributions

09:25 Roth vs. Traditional 401(k)

13:21 Pensions and Retirement Income

21:46 Retirement Lifestyle and Planning

25:56 Emergency Funds and Cash Management

27:14 Living in Uncertainty: The Need for a Backup Plan

27:47 Retirement Savings: Stocks vs. Cash

28:02 The Importance of Cash in Volatile Markets

29:46 Approaching Retirement: Adjusting Your Portfolio

30:55 Building a Cash Cushion and Transitioning to Bonds

33:02 Understanding Bonds: Funds vs. Individual Bonds

36:01 The Impact of Interest Rates on Bonds

44:51 Holding Stocks in Retirement

49:21 Required Minimum Distributions and Tax Strategies

50:51 Finding Joy in Work and Retirement

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

Show more...
2 weeks ago
53 minutes 18 seconds

Investing Unscripted
174. Market Crash 2026 (Ominous Music)

Jason and Jeff discuss the potential for an upcoming market crash in 2026, reflecting on last year's predictions, and explore the impacts of AI investment, interest rates, inflation, and tariffs on the market, providing insights on how to adjust investment strategies in uncertain times.

01:55 Reflecting on Last Year's Market Crash Predictions

06:09 The AI Boom and Market Speculation

14:37 Interest Rates and Economic Concerns

24:06 Economic Stability and Employment

24:23 Impact of AI on Entry-Level Jobs

24:55 Government Shutdown and Unemployment

25:43 Inflation and Tariffs

30:27 Investment Strategies and Market Predictions

30:52 Savvy Trader Portfolio Insights

32:28 Long-Term vs Short-Term Investment Goals

37:37 Practical Uses of AI in Investing

40:06 Preparing for Market Crashes

Companies mentioned: CRWV, MSFT NVDA 

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

Show more...
3 weeks ago
46 minutes 31 seconds

Investing Unscripted
First Fridays 24: October 2025

In the October livestream, Jeff and Jason discuss the challenges of trimming stocks amid rapid gains, the temptation of big winners, QuantumScape's potential, and managing personal investment decisions to maximize long-term gains.

04:32 Market Trends and Economic Uncertainty

08:40 Stock Talk: QuantumScape and Investment Strategies

29:13 Ducati's Quantum Leap

29:36 Corning Partnership Boosts Stock

30:26 Investor Concerns and Market Reactions

31:53 Speculative Investments and Market Sentiment

35:06 Strategies for Managing High-Performing Stocks

38:07 Balancing Portfolio and Trimming Positions

Companies mentioned: MELI, NVDA, QS, SHOP, SOFI, WINA

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
4 weeks ago
1 hour 23 seconds

Investing Unscripted
173. I Gotta Think About That One

Jason and Jeff randomly analyze each other's stock portfolios, presenting spontaneous bear cases and discussing whether they would buy shares today.

00:35 Explaining the Random Stock Challenge

04:08 First Stock Analysis: LGI Homes

11:59 Second Stock Analysis: Roku

18:21 Third Stock Analysis: QXO

25:27 Fourth Stock Analysis: Airbnb

35:48 Simon Property Group: Malls Aren't Dead Yet

42:28 Procore: Modernizing the Construction Industry

52:26 Reflecting on Investment Strategies

Companies mentioned: ABNB, LGIH, ROKU, SPG, QXO

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

Show more...
1 month ago
56 minutes 34 seconds

Investing Unscripted
172. September 2025 Mailbag

Jason and Jeff respond to listener questions on stock-based compensation, restaurant industry investments, and recent market dynamics related to the Trade Desk, while sharing their insights on various investing strategies and market trends.

00:37 Listener Questions and Engagement

02:58 Quarterly Earnings Debate

17:32 YouTube Comments and Trade Desk Discussion

23:27 Market Sentiment and Trade Desk Analysis

23:48 Ad Tech Industry Dynamics

26:08 Stock Valuation and Future Prospects

30:25 Stock-Based Compensation Discussion

38:44 Investing in Restaurant Stocks

47:45 Spam Comment of the Month

Companies mentioned: AMZN, ASAN, CAVA, CFLT, CMG, CPNG, CRWD, MCD, MELI, MSFT, SBUX, SE, TTD, XYZ

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

Show more...
1 month ago
49 minutes 19 seconds

Investing Unscripted
171. David Gardner’s Rule Breaker Investing

Jason and Jeff interview David Gardner, co-founder of The Motley Fool, to talk about his new book 'Rule Breaker Investing,' investing philosophies, and a friendly stock-picking competition.


00:48 Welcoming David Gardner

01:27 David's Early Investing Journey

03:24 The Rule Breaker Philosophy

08:52 The Importance of Holding

19:30 Valuation and Intangibles

33:16 Misunderstandings of Rule Breaker Investing

37:23 Reflecting on Stock Picks and Surprises

37:48 The Humility in Investing

38:27 Lessons from Stock Picking

41:42 The Value of Direct Stock Buying

43:11 Fun with Stock Picking Games

43:55 Introducing the Smattering Six

46:06 Stock Picking Contest

01:04:06 The Importance of Long-Term Investing

Companies mentioned: AMZN, AX, CPNG, MELI, NVDA, PCOR, TBBB, TMDX, WRBY

Check out David’s new book: https://www.rulebreakerinvesting.com/

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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


Show more...
1 month ago
1 hour 6 minutes 31 seconds

Investing Unscripted
170. Stocks Unscripted: What’s Working and What’s Not

Jason and Jeff discuss stocks that are performing well and those struggling in their portfolios, evaluate the companies' performances, and share their thoughts on portfolio management and future investment strategies.

02:33 Discussing the Mailbag and Listener Engagement

04:09 Starting the Stock Discussion: Mercado Libre

05:54 Deep Dive into Mercado Libre's Performance

18:31 Exploring Lemonade and Upstart

27:03 Navigating Investment Conviction and Price Anchoring

29:07 Evaluating Lemonade's Growth Strategy

32:05 Understanding Upstart's Market Position

35:55 Moderna: A Long-Term Bet on mRNA Technology

42:38 Live Oak Bank: A Small Business Lender's Journey

49:27 Wrapping Up and Final Thoughts

Companies mentioned: AX, LMND, MELI, LOB, MRNA, SHOP, UPST

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
1 month ago
50 minutes 22 seconds

Investing Unscripted
First Fridays 23. September 2025

Jason and Jeff discuss cryptocurrencies, delve into financial strategies like options trading, and take questions from the audience about market trends, the housing market, and more.

00:32 3D Printing and Future Technologies

03:07 AI and Investment Predictions

06:46 Market Vibes and S&P 500 Discussion

15:13 Investment Strategies and Options Trading

20:43 Economic Outlook and Rate Cuts

32:21 Crypto and AI Speculation

32:57 Potential AI Market Risks

33:57 Electricity Generation Concerns

34:16 Gradual Slowdown in AI Spending

34:57 Crypto Bubble Indicators

36:23 Housing Market Stability

36:43 Sopranos and New Jersey

38:10 Housing Market Fundamentals

46:14 QuantumScape Investment Discussion

51:09 Office Real Estate and Labor Market

53:05 Pandemic Stocks and Market Perception

53:39 Zoom's Future and Investor Sentiment

Companies mentioned: LMND, QS, ROKU, TBBB, TFSL, UPS, ZM

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
1 month ago
1 hour 1 minute 27 seconds

Investing Unscripted
169. Investing Unscripted, Unscripted Part Deux

Jason and Jeff go completely unscripted, diving into interest rates, market uncertainty, AI hype, and personal investing strategies in a candid, wide-ranging conversation.

02:40 – Reflections on the past year

04:45 – Interest rates, tariffs, and recurring macro themes

07:20 – The Fed, rate cuts, and market reactions

13:00 – How macro noise impacts personal investing decisions

15:20 – Homebuilders, housing affordability, and investment opportunities

18:00 – Adapting investment process: FOMO, bubbles, and Howard Marks’ advice

22:00 – Market exuberance: Is it 1996 or 1999?

26:30 – Pivot: Is AI overhyped? Parallels to the Internet bubble

29:00 – AI’s real impact, business integration, and valuation risks

33:00 – Energy, infrastructure, and the limits of AI scalability

35:00 – Personal portfolio management, risk, and long-term goals

40:00 – Index funds, risk allocation, and retirement planning

42:00 – Housekeeping, how to support the show, and closing thoughts

Companies mentioned: AAPL, ASML, BRK.B, CRM, GOOG, META, NVDA, TSM

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
2 months ago
41 minutes 59 seconds

Investing Unscripted
168. Why Your Retirement Plan Sucks

Jason and Jeff welcome Dan Otter from 403bwise.org to discuss the difficulties educators face with 403(b) retirement plans, how to advocate for better options, and strategies for navigating and improving these retirement plans.

02:27 Dan Otter's Origin Story

05:35 The Problem with 403(b) Plans

15:26 The Importance of Fiduciary Standards

21:41 Understanding Expense Ratios in Index Funds

22:07 Hiring a Fee-Only Financial Advisor

22:53 The Impact of Fees on Long-Term Savings

24:21 Advocating for Better Retirement Plan Options

25:48 Empathy for School Districts and Their Challenges

29:06 The Importance of Offering Low-Cost Retirement Plans

30:25 Building an Army to Advocate for Better Options

33:23 The Benefits of a Roth IRA for Educators

35:38 Navigating Bad 403(b) Plans and Finding Solutions

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

Check out Dan’s work at https://403bwise.org

Subscribe to the Teach and Retire Rich podcast wherever you get podcasts

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
2 months ago
43 minutes 19 seconds

Investing Unscripted
Misfit Monthly 6. What is Risk?

Understanding Risk: International Investing Insights with Tyler Crowe

In this month's Misfit Monthly Episode, Jason Hall and Tyler Crowe delve into the concept of risk in investing. They discuss the broad definitions and perceptions of risk, focusing particularly on the differences between volatility and the probability of permanent loss of capital. The conversation also explores the common view that international markets are considered risky, using examples like Poland and Mexico to show that's not always the case. Tyler shares insights from his extensive experience living and investing overseas, emphasizing the importance of evaluating unfamiliar markets and the risks associated with them. The episode aims to equip investors with the tools to better assess risk and make informed decisions that align with their financial goals.


01:04 Defining Risk in Investing

21:17 Perceptions of Risk in International Markets

24:06 The Granny Shot: A Lesson in Unconventional Success

24:51 Societal Pressure in Decision Making

26:10 Investment Community and Benchmark Hugging

27:42 Incentives and Fund Management

30:56 Stock Buybacks and Market Signals

33:39 Evaluating Risk in International Markets

41:09 Final Thoughts on Risk and Investment Strategies

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

Check out Tyler's Misfit Alpha at https://www.misfitalpha.com/unscripted 

Follow Tyler on BlueSky: https://bsky.app/profile/misfit-alpha.bsky.social

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

Twitter: @InvestingPod

Check out our YouTube channel for more content: 

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

To get 15% off any paid plan at finchat.io, 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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
2 months ago
46 minutes 54 seconds

Investing Unscripted
167. The Broken Thesis

Jason and Jeff discuss how to identify and handle situations where the thesis for owning a particular stock might be broken or changed, using various companies as examples.

01:02 Understanding the Broken Thesis

03:07 Evaluating Investment Theses

09:03 Case Study: The Trade Desk

19:46 Case Study: Boston Omaha

24:26 The Broken Thesis: A Personal Experience

25:11 TPI Composites: A Case Study in Bankruptcy

29:36 Brunswick Corporation: A Journey Through Time

33:31 Nvidia: From Video Cards to AI Powerhouse

40:24 Evaluating Investment Theses: Lessons Learned

Companies mentioned: AMZN, BC, BOC, CTRE, NFLX, NVDA, OM, RDFN, ROKU, CLNE

TPIC, TTD

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
2 months ago
48 minutes 20 seconds

Investing Unscripted
First Fridays 22. August 2025

In the August livestream, Jason and Jeff answer questions live, discuss notable earnings reports from the last month, and provide an update on the Investing Unscripted portfolio contest.

01:21 Viewer Interaction and Comments

02:50 Market Vibes and Economic Outlook

15:50 Earnings Season Insights

25:31 Confluent and Outset Medical Discussion

33:07 Investment Strategies and Position Sizing

35:34 UnitedHealth and Berkshire's Investment Moves

40:29 Portfolio Contest Update

46:00 Tobacco Stocks and Meme Stocks Discussion

48:51 QuantumScape's Progress and Potential

51:36 Airbnb's Growth and Challenges

57:19 Enphase Energy and Solar Market Insights

Companies mentioned: ABNB, CFLT, ENPH, OM, TTD, UNH, QS

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
2 months ago
1 hour 3 minutes

Investing Unscripted
166. Ruining a Perfectly Good Investment

Jason and Jeff discuss the impacts of strategic business shifts in companies like Airbnb, Amazon, Netflix, and Tesla, examining which moves added value, which ones did not, and where the jury is still out.

01:27 Airbnb Investment Discussion

02:38 Airbnb's Future and CEO Analysis

05:15 Challenges and Opportunities for Airbnb

13:52 Successful Business Transformations

14:31 Amazon's Strategic Moves

21:12 Microsoft's Resurgence

26:38 The Impact of the iPhone on Apple's Future

26:56 Microsoft's Struggles with Innovation

27:19 Steve Ballmer's Infamous Moment

28:01 Berkshire Hathaway: A Unique Conglomerate

30:42 Under Armour's Rise and Fall

33:27 Shopify's Strategic Decisions

36:24 Companies with Uncertain Futures

45:10 Tesla: The Ultimate Story Stock

Companies mentioned: ABNB, AMZN, BRK.B, CPNG, MELI, MSFT, NFLX, SBUX, SHOP, SOFI, TSLA, UA

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
2 months ago
50 minutes 42 seconds

Investing Unscripted
165. Are You Putting Too Much in Your 401(k)?

Jason and Jeff discuss optimizing investment strategies, evaluating contributions to 403(b) and 401(k) plans versus Roth IRAs and brokerage accounts, and tackle personal finance essentials such as building an emergency fund, managing taxes, and saving for college.

00:54 Understanding 403(b) and Investment Strategies

02:49 Balancing Tax-Deferred and Taxable Accounts

11:45 Emergency Funds and Financial Safety Nets

16:24 Maximizing Employer 401(k) Matches

19:23 Tracking Expenses and Adjusting Contributions

25:14 Alternative Investment Strategies

27:19 Tax Implications of Roth and 401k Withdrawals

27:54 Strategizing Contributions: Roth vs. 401k

28:58 Employer Contributions and Taxable Brokerage Accounts

29:26 Advice for Younger Investors

30:47 Issues with 401k and 403b Plans

34:18 Alternative Investment Strategies

35:01 Saving for College: Different Perspectives

41:19 Balancing Investments for Flexibility

43:21 Tax Considerations in Investment Strategies

Companies mentioned: NVDA, QS

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
2 months ago
52 minutes 35 seconds

Investing Unscripted
164. July 2025 Mailbag

Jason and Jeff dive into diverse investing questions from listeners and their Patreon members, offering insights on holding stocks in a bear market, the benefits of dividend stocks, the impact of macroeconomic factors like inflation on investment philosophy, and more, while also sharing personal anecdotes and practical advice.

00:19 Mailbag Episode Introduction

00:57 Question 1: Holding Stocks in a Bear Market

11:47 Question 2: Dividend Investing Strategies

20:15 Question 3: Stable Coins and Payment Networks

26:21 Comprehensive Stock Research and Podcast Overview

26:52 Stable Coins and Streaming Services Analogy

28:01 The Future of Stablecoins and Blockchain

30:06 Impact of Inflation on Investment Philosophy

32:15 Interest Rate Environment and Investment Decisions

36:41 Dealing with Disinterest in Active Investing

43:38 Strategies for Drawing Down Investments in Retirement

48:50 Spam Comment of the Month and Closing Remarks

Companies mentioned: MA, V

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

Join our Patreon

Subscribe to our portfolio on Savvy Trader 

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

Email: investingunscripted@gmail.com

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

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

2025 Portfolio Contest

2024 Portfolio Contest

2023 Portfolio Contest

Show more...
3 months ago
51 minutes 33 seconds

Investing Unscripted
163. Nick Maggiulli’s The Wealth Ladder

Jason and Jeff interview Nick Maggiulli, author of 'The Wealth Ladder,' discussing different levels of wealth, personal finance strategies, and the role of income and investments in building wealth over time.

00:25 Introducing the Guest: Nick Majuli

02:29 Nick Maggiulli’s Background and Journey

05:44 The Importance of Income in Wealth Creation

09:38 The Wealth Ladder: Levels and Strategies

16:03 Frameworks and Financial Decision Making

21:16 Reflections on Wealth and Time

23:34 Analyzing Wealth Mobility

24:35 The Impact of Age on Wealth Accumulation

26:54 Challenges Faced by Younger Generations

28:54 Adapting to Market Changes

34:13 The Role of Writing in Financial Understanding

37:26 Personal Investment Strategies

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Buy The Wealth Ladder here: https://www.amazon.com/Wealth-Ladder-Proven-Strategies-Financial/dp/0593854039


Of Dollars and Data Newsletter: https://ofdollarsanddata.com/

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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

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3 months ago
42 minutes 11 seconds

Investing Unscripted
Misfit Monthly 5. AI Isn’t a Dot-Com Bubble

In this episode of Misfit Monthly, Jason and Tyler discuss the possibility of an AI bubble, exploring historical market bubbles, investor behavior, and how to stay disciplined in the current investment landscape.

01:28 The Concept of Investing Therapy

03:49 Understanding Market Bubbles

07:03 The Dot-Com Bubble and Its Lessons

09:12 Comparing AI to Past Bubbles

15:33 The Role of Investor Psyche in Market Bubbles

17:27 Promotional Segment: Fiscal.ai and Chitchat Stocks Podcast

18:56 Reflecting on the Dot-Com Bubble and SPACs

21:47 Market Highs and AI Speculation

22:53 The AI Bubble Debate

25:22 Nvidia's Role in AI

28:15 Historical Comparisons and Market Dynamics

30:55 Investor Strategies and Market Outlook

35:44 Valuation Perspectives and Final Thoughts

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Check out Tyler's Misfit Alpha at https://www.misfitalpha.com/unscripted 

Follow Tyler on BlueSky: https://bsky.app/profile/misfit-alpha.bsky.social

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Subscribe to our portfolio on Savvy Trader 

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Email: investingunscripted@gmail.com

Twitter: @InvestingPod

Check out our YouTube channel for more content: 

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

To get 15% off any paid plan at finchat.io, 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

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

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3 months ago
44 minutes 35 seconds

Investing Unscripted
Welcome to Investing Unscripted, where we ask the hard questions about investing, the stock market, and personal finance. We don't have THE answers, we only have OUR answers.