AAR30 - How When You Start Investing Matters

AAR30 - How When You Start Investing Matters

Author: By Andrew Sather, Stephen Morris, and Evan Raidt | Stock Market Guide to Buying Stocks December 30, 2025 Duration: 38:45
You can download Evan’s free monthly budgeting spreadsheet here: https://einvestingforbeginners.com/budget/ In this episode of At Any Rate, Evan Raidt is joined by Andrew Sather to talk about something most investors don’t realize is shaping their decisions: the market environment you “grew up” in. Andrew shares what it was like starting to invest in 2012 in the shadow of the Great Financial Crisis—when fear was high, bonds were still considered “prudent,” and energy stocks dominated the conversation. Together, they break down the pros and cons of starting in an up market, down market, or flat market, how recency bias and herd mentality mess with your judgment, and why the best antidote is simple: more education, consistency, and automation. Topics Covered: How your “starting market” imprints your investing mindset (up, down, or flat) Andrew’s 2012 investing experience vs. Evan’s late-2021 experience Recency bias, herd mentality, and why fear/greed can flip your decisions Practical ways to stay grounded: education, consistency, and automation Avoiding “next big thing” FOMO (AI hype, NVIDIA chasing, Buffett comparisons) Timestamps: 00:00 Why your investing “timeline” matters 01:03 Andrew’s first stock purchase 02:35 Post-GFC mindset 04:30 2012 market vibe 05:30 Why Andrew stayed frugal but kept investing 07:05 Evan’s late-2021 start 08:35 “This is easy” mindset—and the warning from a mentor 10:25 The moment it flipped 13:45 Three market “start” scenarios 16:05 Down-market cons 18:30 Greedy vs. fearful 24:50 Practical takeaways 29:15 Andrew’s advice for new investors today 33:00 Closing Resources Mentioned: Free monthly budgeting spreadsheet: https://einvestingforbeginners.com/budget/ Email the team: equity@einvestingforbeginners.com Email Evan: evan@einvestingforbeginners.com Have questions for Evan or Andrew about getting started (or staying consistent no matter what the market’s doing)? Comment below or email Evan—he’d love to hear from you. 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: Go to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠SHOPIFY.COM/beginners⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ to start selling with Shopify today. ⁠⁠⁠https://www.shopify.com/beginners⁠⁠⁠ Download the⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠Plynk app⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ today to start building your investing confidence: ⁠⁠⁠⁠https://plynkinvest.app.link/IFB⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Go to ⁠⁠⁠⁠⁠⁠⁠⁠auraframes.com⁠⁠⁠⁠⁠⁠⁠⁠ and use promo code BEGINNERS at checkout to get $35 off ⁠⁠⁠https://auraframes.com/⁠⁠⁠ Get your free quote and see how much you could save at ⁠⁠⁠⁠⁠⁠⁠⁠SelectQuote.com/beginners⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Interested in how your company sponsor the show? Reach us at  ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠equity@einvestingforbeginners.com⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠SUBSCRIBE TO THE SHOW ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Apple⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Spotify⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Amazon⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ | ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Tunein Learn more about your ad choices. Visit megaphone.fm/adchoices

Navigating the stock market can feel like deciphering a foreign language, but it doesn't have to. The Investing for Beginners Podcast-Your Path to Financial Freedom, hosted by Andrew Sather, Stephen Morris, and Evan Raidt, exists to translate that complexity into clear, actionable understanding. This isn't about get-rich-quick schemes; it's a practical guide built on foundational principles. Each episode breaks down how successful, long-term strategies actually work, focusing on core approaches like value investing and dividend growth investing. You'll also hear how elements of growth investing and trend following can fit into a thoughtful plan. The hosts delve into the psychological side of the market, discussing how to recognize and potentially benefit from the emotional swings that drive prices, rather than being driven by them. Tuning into this podcast provides a structured education in buying stocks with confidence, moving from uncertainty to a place where you can make your own informed decisions. It’s a steady resource for anyone building their financial literacy from the ground up, aiming to turn the intimidating world of investing into a manageable part of their journey toward greater independence.
Author: Language: English Episodes: 100

The Investing for Beginners Podcast - Your Path to Financial Freedom
Podcast Episodes
AAR46 - Financial Half-Truths [not-audio_url] [/not-audio_url]

Duration: 49:35
In this episode, Evan dives deep into the realities of debt, including the emotional and financial impact of paying off a mortgage early. We challenge the age-old myth that "renting is throwing away money" and explore ho…
The Complexity Myth: Why Investing is Simpler Than You Think [not-audio_url] [/not-audio_url]

Duration: 44:26
In this episode, Andrew and Stephen step away from in-depth stock market analysis to tackle a more personal topic: how to talk to the people you love about investing. Stephen shares a personal story about his dad's journ…
A Contrarian Take on AI: Is It Time to Buy Software Stocks? [not-audio_url] [/not-audio_url]

Duration: 40:38
In this episode, Andrew tackles a listener's question about the recent brutal sell-off in the Software-as-a-Service (SaaS) sector and whether AI is coming to eat Adobe’s lunch. He dives into the real threats facing softw…
AAR45 - Is Dollar Cost Averaging Losing You Money? [not-audio_url] [/not-audio_url]

Duration: 42:54
In today’s episode, Evan (aka Aaron) Raidt and Andrew Sather tackle one of the most debated questions in the investing world: Should you drip your money into the market slowly or dump it all in at once? We break down the…
Part 2 Translating the Corporate "Suit": Your Guide to Q1 Earnings [not-audio_url] [/not-audio_url]

Duration: 46:33
In Part 2 of our deep dive into earnings calls, Stephen and Andrew translate the weird metaphors Wall Street loves to use. From "headwinds" to the confusing "puts and takes," they decode exactly what CEOs mean. Andrew ex…
Part 1 Translating the Corporate "Suit": Your Guide to Q1 Earnings [not-audio_url] [/not-audio_url]

Duration: 46:04
In this back-to-basics episode of the Investing for Beginners podcast, Stephen and Andrew tackle one of the most intimidating hurdles for new stock pickers: Earnings Calls. Wall Street loves to use complex acronyms to ma…
AAR44 - Taxes Nobody Warns You About [not-audio_url] [/not-audio_url]

Duration: 45:47
In this episode of At Any Rate, Evan and Andrew break down the hidden tax traps that can catch even the most responsible investors off guard. From the brutal reality of self-employment taxes on your side hustle to the su…
Dividends vs. Buybacks & The Great Tax Deferral Debate [not-audio_url] [/not-audio_url]

Duration: 40:19
In this episode of the Investing for Beginners podcast, Stephen and Andrew break down the ultimate capital allocation debate: Dividends versus Stock Buybacks. They discuss the mechanics of how retiring shares increases y…
Debunking Wall Street: Why Common Sense Hurts Your Portfolio [not-audio_url] [/not-audio_url]

Duration: 51:05
In this episode of the Investing for Beginners podcast, Stephen and Andrew take aim at "common sense" stock market advice that might actually be hurting your portfolio. The guys expose 10 sophisticated-sounding traps tha…