PodcastsBusinessThe Investing for Beginners Podcast - Your Path to Financial Freedom

The Investing for Beginners Podcast - Your Path to Financial Freedom

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

728 episodes

  • The Investing for Beginners Podcast - Your Path to Financial Freedom

    What the Shiller P/E (CAPE) Can and Can’t Tell You

    29/06/2026 | 47 mins.
    A listener named Chris emailed in with a question a lot of investors are quietly thinking: if the CAPE ratio is around 40 and forecasts say future stock returns could be low, why keep investing at all—especially when CDs, T-bills, and high-yield savings accounts are paying 4–5%? In this episode, Andrew and Stephen break down what CAPE (the Shiller P/E) actually measures, why it’s elevated, and how to use it as a long-term expectations tool without turning it into a market-timing panic button.

    They also dig into the psychology behind investing when valuations feel “stretched,” why behavior matters more than being perfectly “right,” and how to think about risk if the market really does drop hard. The bottom line: CAPE can inform your expectations, but it can’t predict the future—and it shouldn’t stop you from building a consistent, long-term investing plan.

    What You Will Learn


    What CAPE (Shiller P/E) is and why it’s different from a normal P/E ratio


    Why a high CAPE can imply lower long-term returns without being a timing signal


    How market “top-heaviness” (mega-caps) can distort what CAPE seems to say


    How to think about investing behavior when you’re anxious or tempted to react


    A practical framework for deciding where your “next dollar” should go (based on time horizon + comfort)

    Timestamps

    00:00 CAPE near 40, forecasts low returns, so why invest?

    01:07 What CAPE is and why it’s a tool, not a crystal ball

    02:35 CAPE basics: smoothing earnings over time

    03:16 “Does it still make sense to invest?” 

    05:05 CAPE vs inflation analogy 

    08:25 CAPE is not for market timing 

    09:10 “Thermometer, not a calendar” 

    10:15 Why CAPE is top-heavy: mega-caps tilt the ratio 

    12:00 What’s driving CAPE higher: big tech valuations + “new” profit growth 

    22:25 Where does your next dollar go? Steps, psychology, time horizon, and staying consistent

    Resources Mentioned

    The Value Spotlight Newsletter: ⁠https://einvestingforbeginners.com/value-spotlight-newsletter⁠/

    Have questions or want your story featured? Email the show at ⁠newsletter@einvestingforbeginners.com⁠ or comment below. Your feedback shapes the podcast!

    Remember, invest with a margin of safety—emphasis on the safety. Have a great week, and we’ll talk to you next time.

    Timestamps are generated by artificial intelligence, and are not 100% accurate depending on the platform used for listening.

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Today’s show is sponsored by:

    Download the Plynk app today to start building your investing confidence. https://plynkinvest.app.link/IFBpodcast

    Download Cash App Today: https://click.cash.app/ui6m/0th4z72y #CashAppPod As a Cash App partner, I may earn a commission when you sign up for a Cash App account. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Bitcoin services provided by Block, Inc. For additional information, see the Bitcoin disclosures.

    Shopify: Stop waiting for permission to build something. Your next revenue stream starts for free at shopify.com/beginners

    Turn your passion into profit, connect directly with eager buyers, and grow your business by hosting live, interactive auctions at ⁠https://whatnot.com/sell⁠ 

    Supercharge your productivity and automate your daily tasks by building custom AI agents in your all-in-one workspace at ⁠https://notion.com/investing⁠

    The Perfect Jean makes insanely comfortable, great-fitting jeans you can wear all day—check them out at theperfectjean.nyc.

    Function Health helps you get ahead of your health with comprehensive lab testing and clear, actionable insights—learn more at functionhealth.com.

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    Interested in how your company sponsor the show? Reach us at  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠equity@einvestingforbeginners.com⁠⁠⁠⁠⁠



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  • The Investing for Beginners Podcast - Your Path to Financial Freedom

    How to Read a 10-K in 20 Minutes (The Beginner Speedrun Checklist)

    25/06/2026 | 47 mins.
    Most investors download a 10-K, scroll for a few minutes, and quit—because it feels like 100 pages of legal pain. In this episode, Andrew and Stephen break down a practical “speedrun” approach to get real value from a 10-K in about 20 minutes, without pretending you need to read every paragraph.

    They walk through the key sections that matter most for beginners plus a simple checklist to make sure you actually extracted what you needed. The goal isn’t perfection; it’s building a repeatable process that gets easier every time you do it.

    What You Will Learn


    What a 10-K is and why it exists (and how it protects investors)


    The 4–5 sections that give you the most signal with the least time


    How to skim smarter, what to look for, what to ignore, and why CTRL-F matters


    What to look for in MD&A so you can spot “politician talk” and vague explanations


    A simple 1–5 scorecard to test whether a company is inside your circle of competence

    Timestamps

    00:00 The “20-minute 10-K speedrun” goal

    00:45 Don’t read a 10-K front-to-back: treat it like a reference book

    04:35 Skimming tip: look for numbers inside paragraphs (signal hiding in text)

    05:25 What a 10-K is (SEC requirement + why disclosures matter)

    07:40 Section 1: Business overview — can you explain the company simply?

    11:10 Section 2: Risk factors — find what’s unique (not boilerplate)

    17:35 Section 3: MD&A — look for clear drivers vs. “politician answers”

    23:05 Section 4: Financials — debt, margins, and verifying the story

    32:45 Section 5: Dilution + debt notes — stock-based comp, share issuance, maturities

    39:45 The 5-point checklist/scorecard: moat, margins, balance sheet, dilution, cash flow quality

    Resources Mentioned

    The Value Spotlight Newsletter: ⁠https://einvestingforbeginners.com/value-spotlight-newsletter⁠/

    Have questions or want your story featured? Email the show at ⁠newsletter@einvestingforbeginners.com⁠ or comment below. Your feedback shapes the podcast!

    Remember, invest with a margin of safety—emphasis on the safety. Have a great week, and we’ll talk to you next time.

    Timestamps are generated by artificial intelligence, and are not 100% accurate depending on the platform used for listening.

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Today’s show is sponsored by:

    Download the Plynk app today to start building your investing confidence. https://plynkinvest.app.link/IFBpodcast

    Download Cash App Today: https://click.cash.app/ui6m/0th4z72y #CashAppPod As a Cash App partner, I may earn a commission when you sign up for a Cash App account. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Bitcoin services provided by Block, Inc. For additional information, see the Bitcoin disclosures.

    Shopify: Stop waiting for permission to build something. Your next revenue stream starts for free at shopify.com/beginners

    Turn your passion into profit, connect directly with eager buyers, and grow your business by hosting live, interactive auctions at ⁠https://whatnot.com/sell⁠ 

    Supercharge your productivity and automate your daily tasks by building custom AI agents in your all-in-one workspace at ⁠https://notion.com/investing⁠

    The Perfect Jean makes insanely comfortable, great-fitting jeans you can wear all day—check them out at theperfectjean.nyc.

    Function Health helps you get ahead of your health with comprehensive lab testing and clear, actionable insights—learn more at functionhealth.com.

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Interested in how your company sponsor the show? Reach us at  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠equity@einvestingforbeginners.com⁠⁠⁠⁠⁠



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  • The Investing for Beginners Podcast - Your Path to Financial Freedom

    AAR55 - 5 Years in Engineering: 5 Things I Learned About Building Wealth

    23/06/2026 | 34 mins.
    In this solo episode, Evan reflects on five years working in engineering (quality → design) and shares the biggest money lessons he’s learned along the way. This isn’t a highlight reel or a sob story—it’s an honest breakdown of what actually changed his financial trajectory, what mistakes he made early, and what he’d do differently if he could start over.

    You’ll hear why a steady paycheck can create a false sense of security, how lifestyle creep sneaks in quietly, and why earning more doesn’t automatically build wealth. Evan also shares the moves that mattered most (budgeting, automation, emergency funds, and using tax-advantaged accounts) and the mindset shifts he’d tell his younger self to adopt—so you can build real financial security without guilt, stress, or perfectionism.

    What You Will Learn


    The difference between false security and true security


    Why lifestyle creep is “invisible” at first—and how to catch it early


    Why earning money isn’t the same as building wealth


    The highest-impact moves


    The mindset shift Evan would tell his younger self

    Timestamps

    00:00 – Background: engineering career path

    04:05 – Early financial goals & evolving “why”

    08:40 – Lesson 1: false security vs true security

    10:30 – How to build true security

    13:00 – Lesson 2: lifestyle creep is invisible at first 

    17:30 – Lesson 3: earning ≠ building

    20:53 – Lesson 4: make the moves that matter; skip the ones that don’t

    22:40 – Avoid: guilt for spending, ignoring finances, “job will handle it,” buying cheap

    28:30 – Lesson 5: what he’d tell his younger self (30 minutes beats worrying)

    Resources Mentioned

    The Value Spotlight Newsletter: https://einvestingforbeginners.com/value-spotlight-newsletter/

    Free monthly budgeting spreadsheet: https://einvestingforbeginners.com/budget/

    Email Evan: evan@einvestingforbeginners.com

    Have questions or want your story featured? Email the show at newsletter@einvestingforbeginners.com or comment below. Your feedback shapes the podcast!

    Remember, financial freedom is built one smart move at a time. Keep it simple, keep it steady, and at any rate, we’ll see you next time.

    Timestamps are generated by artificial intelligence, and are not 100% accurate depending on the platform used for listening.

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Today’s show is sponsored by:

    Download the Plynk app today to start building your investing confidence. https://plynkinvest.app.link/IFBpodcast

    Download Cash App Today: https://click.cash.app/ui6m/0th4z72y #CashAppPod As a Cash App partner, I may earn a commission when you sign up for a Cash App account. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Bitcoin services provided by Block, Inc. For additional information, see the Bitcoin disclosures.

    Go to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠SHOPIFY.COM/beginners⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to start selling with Shopify today.⁠ ⁠⁠⁠⁠⁠https://www.shopify.com/beginners⁠⁠⁠⁠ 

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    Turn your passion into profit, connect directly with eager buyers, and grow your business by hosting live, interactive auctions at ⁠https://whatnot.com/sell⁠ 

    Supercharge your productivity and automate your daily tasks by building custom AI agents in your all-in-one workspace at ⁠https://notion.com/investing⁠

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Interested in how your company sponsor the show? Reach us at  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠equity@einvestingforbeginners.com⁠⁠⁠⁠⁠

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  • The Investing for Beginners Podcast - Your Path to Financial Freedom

    Why A Negative P/E Happens and What to Use Instead

    22/06/2026 | 40 mins.
    Ever pulled up a stock and noticed the P/E is negative—then immediately wondered if the company is “cheap” or just a disaster? In this episode, Stephen and Andrew break down exactly why a P/E ratio “breaks” when earnings go negative, what that actually tells you (and what it doesn’t), and why a negative P/E should be treated as a big red flag—but not an automatic walk-away.

    They cover the three most common reasons you’ll see a negative P/E (real operating losses, one-time accounting noise, and heavy reinvestment/hypergrowth), then walk through practical alternatives you can use to evaluate unprofitable companies without guessing—like price-to-sales, margins, free cash flow, and longer time horizons. The core message: don’t let a single surface-level metric make your decision for you—zoom out, understand the story, and validate it with the right numbers.

    What You Will Learn


    Why a negative P/E always means negative earnings


    The difference between trailing vs. forward P/E and why forward estimates can be “squishy”


    The 3 common causes of negative P/E


    What to use instead


    How to avoid getting hypnotized by a company “story”

    Timestamps

    00:00 — Negative P/E confusion and the goal of the episode

    01:56 — What P/E actually is and why negative P/E = negative earnings (always)

    03:12 — Trailing vs. forward P/E: what changes and why estimates are “squishy”

    04:11 — Why P/E is flexible (Ferrari example) and why context matters

    06:04 — Cause #1: real operating losses (broken model vs. bad cycle vs. early-stage burn)

    07:03 — Cause #2: one-time charges/accounting noise (Crocs/HeyDude impairment) + profit vs FCF disconnect

    11:52 — Legal settlements and other “noise” that can distort earnings and risk

    14:52 — Cause #3: heavy reinvestment/hypergrowth + “losses can be strategic, but risky”

    21:27 — What to use instead: long horizon, price-to-sales, margins, operating profit, free cash flow

    33:48 — Avoiding story traps

    Resources Mentioned

    The Value Spotlight Newsletter: ⁠https://einvestingforbeginners.com/value-spotlight-newsletter⁠/

    Have questions or want your story featured? Email the show at ⁠newsletter@einvestingforbeginners.com⁠ or comment below. Your feedback shapes the podcast!

    Remember, invest with a margin of safety—emphasis on the safety. Have a great week, and we’ll talk to you next time.

    Timestamps are generated by artificial intelligence, and are not 100% accurate depending on the platform used for listening.

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Today’s show is sponsored by:

    Download the Plynk app today to start building your investing confidence. https://plynkinvest.app.link/IFBpodcast

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  • The Investing for Beginners Podcast - Your Path to Financial Freedom

    Personal Finance First: The Step-by-Step Plan Before You Start Investing

    18/06/2026 | 1h 7 mins.
    Most people advise to jump straight into investing—but that’s backwards. In this episode, Stephen is joined by Evan Raidt (host of At Any Rate) to lay out a simple, phase-based roadmap for building a stable financial foundation before you start making investing moves. Think of it like building a house: if the foundation isn’t solid, everything you build on top of it is at risk.

    They walk through the basics—budgeting, emergency funds, debt management, and avoiding lifestyle creep—then outline clear phases for both younger listeners (new grads) and “late starters” who are trying to catch up in middle age. The big takeaway: you don’t need perfection, you need consistency—and you need to be willing to actually look at your finances without fear.

    What You Will Learn


    The “foundation first” order of operations: budget → emergency fund → debt → investing


    Why investing won’t make you stable—and why stability is what makes investing work


    How to avoid lifestyle creep when your income jumps after graduation


    What “messy but trending up” looks like in real-life finances


    How to catch up if you’re starting later: stop the bleeding, pay off debt, invest boring

    Timestamps

    00:00 — Building a stable financial “foundation”

    02:36 — What “basic personal finance” actually means

    06:56 — Lifestyle creep: why the first real paycheck can quietly wreck you

    08:27 — Key rule: you don’t invest to get stable—you get stable so you can invest

    10:06 — Phase 0: know your “must-pay” monthly expenses, set up accounts, automate smartly

    18:28 — Phase 1: $1,000 emergency fund, get the 401(k) match, and remove financial roadblocks

    25:05 — Phase 2: kill high-interest debt + build emergency fund to 3 months + learn investment account basics

    28:03 — Phase 3 & 4: start automatic investing (10–15%) + increase contributions as income rises (fight lifestyle creep)

    42:47 — “Enjoy my 20s” debate: the real cost of delaying investing & building a solid life isn’t “boring”

    48:17 — Late starters: stop the bleeding, get intentional, pay down debt, invest boring, and optimize protection

    Resources Mentioned

    The Value Spotlight Newsletter: ⁠https://einvestingforbeginners.com/value-spotlight-newsletter⁠/

    Have questions or want your story featured? Email the show at ⁠newsletter@einvestingforbeginners.com⁠ or comment below. Your feedback shapes the podcast!

    Remember, invest with a margin of safety—emphasis on the safety. Have a great week, and we’ll talk to you next time.

    Timestamps are generated by artificial intelligence, and are not 100% accurate depending on the platform used for listening.

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    Today’s show is sponsored by:

    Download the Plynk app today to start building your investing confidence. https://plynkinvest.app.link/IFBpodcast

    Download Cash App Today: https://click.cash.app/ui6m/0th4z72y #CashAppPod As a Cash App partner, I may earn a commission when you sign up for a Cash App account. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Bitcoin services provided by Block, Inc. For additional information, see the Bitcoin disclosures.

    Go to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠SHOPIFY.COM/beginners⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to start selling with Shopify today.⁠ ⁠⁠⁠⁠⁠https://www.shopify.com/beginners⁠⁠⁠⁠ 

    Turn your passion into profit, connect directly with eager buyers, and grow your business by hosting live, interactive auctions at ⁠https://whatnot.com/sell⁠ 

    Supercharge your productivity and automate your daily tasks by building custom AI agents in your all-in-one workspace at ⁠https://notion.com/investing⁠

    The Perfect Jean makes insanely comfortable, great-fitting jeans you can wear all day—check them out at theperfectjean.nyc.

    Function Health helps you get ahead of your health with comprehensive lab testing and clear, actionable insights—learn more at functionhealth.com.

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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About The Investing for Beginners Podcast - Your Path to Financial Freedom
Learn how to master the stock market without the hype or the headache. This podcast breaks down complex investing into simple, "chill" strategies you can actually use. From comparing giant rivals like Coke vs. Pepsi to spotting red flags in "Superstar CEOs," we show you how to look at the numbers and ignore the noise. Whether you are just starting out, moving away from debt, or looking for a steadier way to build wealth, we provide the clear, jargon-free guidance you need to grow your portfolio with confidence. Stop chasing "get-rich-quick" schemes and start building your path to financial freedom, one episode at a time.
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