We open the February 2026 mailbag to answer your questions on how to handle the psychological toll of the "SaaS apocalypse" and when it actually makes sense to buy the dip. We also discuss how to assess relative risk in a portfolio, dive deep into the differences between SentinelOne and CrowdStrike (including thoughts on stock-based compensation), and reveal the "falling knife" software stocks we are most tempted to buy right now, including ServiceNow and Salesforce.

00:51 First Friday Update

02:03 Mailbag Fear in Downturns

03:56 DCA and SaaS Selloff

06:15 Deploying Cash Rules

08:43 Add to Winners Not Losers

15:49 Risk in Portfolios

20:31 Position Sizing Examples

23:28 SentinelOne Profitability Debate

28:35 SentinelOne vs CrowdStrike

30:44 Cybersecurity Basket Strategy

31:42 M&A and Buyout Odds

33:12 CareTrust REIT Update

35:00 Discord Falling Knife Picks

35:35 ServiceNow Case

37:44 PayPal Options and CEO Risk

38:33 Salesforce AI and Valuation

42:50 How We Add Positions

47:28 Enphase and Gut Conviction

50:19 Secular Trends and EV Lesson

52:05 QuantumScape Battery Bet

52:37 Wrap Up and Where to Ask

Companies mentioned: ASML, CRM, CRWD, CTRE, ENPH, NOW, PYPL, QS, S, TSLA, TSM

Find where to listen & subscribe, portfolio contests, and contact information at https://investingunscripted.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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We discuss the recent market dislocation where SaaS stocks are crashing while the broader market hits all-time highs. We break down the three main fears driving the sell-off and debate which companies—like Adobe and Salesforce—are actually at risk. Finally, we share how we are handling the volatility, with Jeff buying more Shopify and Jason using a "barbell strategy" to stay sane.

02:27 Housekeeping

03:53 Episode Setup

06:37 Three AI Threats to SaaS:

09:23 Is AI Really Different?

12:59 Stock Spotlight: Adobe

18:35 The Real Issue: Moats, Stickiness, Switching Costs, and Resetting SaaS Multiples

23:18 LLMs Aren’t Free

23:49 Why SaaS Stocks Are Selling Off

25:11 Shopify vs. Toast

27:06 Disruption Timelines & Valuation Reratings

29:19 Earnings Season as the Reality Check

31:53 Tactical Moves: Selling Puts for Margin of Safety

33:02 Barbell Portfolio Strategy: Growth on One Side, Dividends on the Other

Companies mentioned: ABNB, ADBE, ASAN, CRM, CRWD, ENPH, EPR, MNDY, MSFT, NOW, O, PYPL, SHOP, SQ, TEAM, TOST, TTD

Find where to listen & subscribe, portfolio contests, and contact information at https://investingunscripted.com

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

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

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Subscribe to our portfolio on Savvy Trader

We are joined by The Motley Fool's Emily Flippen to discuss her "Survivor" origins and why she believes empathy is the most underrated skill for investors. We also debate the difference between a "fad" and a "trend" in consumer goods (using Crocs vs. On Holding as the prime example), and Emily gives her honest take on "AI burnout."

00:32 Introducing Special Guest Emily Flippant

01:55 Emily's Journey to The Motley Fool

02:48 The Contrarian Path: Studying Business in China

03:13 The Ethical Dilemma and Finding The Motley Fool

06:11 The Art of Investing: Embracing Mistakes

08:07 The Weight of Public Stock Recommendations

12:29 Evolution as an Investor: From Value to Growth

19:35 Consumer Goods: The Fun Side of Investing

23:31 The 'Too Hard' Pile: Avoiding Complex Sectors

29:16 AI: The Double-Edged Sword

30:20 Is It a Bubble?

30:45 The Reality of AI Investments

31:08 Personal Investment Strategies

31:36 The Hype and Risks of AI

34:15 The Importance of Financial Goals

38:30 AI's Impact on Consumer Goods

43:18 The Future of AI and Society

48:07 Exciting Market Trends

Companies mentioned: CROX, ONON, PYPL

Find where to listen & subscribe, portfolio contests, and contact information at https://investingunscripted.com

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

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

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

Join our Patreon
Subscribe to our portfolio on Savvy Trader