The REAL Cost of Financial Freedom | Ep. 20

The Deep End The Deep End May 21, 2025

Audio Brief

Show transcript
This episode addresses the common frustration of comparing personal investment journeys to seemingly unattainable figures seen on social media, advocating for a "you versus you" mindset crucial for long-term financial success. The discussion transparently shares hosts' own investment figures, demystifying the misleading nature of online finance and helping listeners overcome feelings of inadequacy. There are three key takeaways from this insightful conversation. First, investors must consciously shift their focus from external comparisons to their own personal financial progress. Social media often presents an unrealistic portrayal of investment capabilities, with creators showing high contribution amounts that can discourage beginners. The hosts emphasize that personal finance is deeply individual, shaped by unique income, life stage, marital status, and financial goals, making direct comparisons to others unproductive and demoralizing. Second, adopt a long-term, high-conviction investment philosophy, recognizing that few major successes drive portfolio growth. The Pareto principle in investing illustrates that a small number of significant winning investments will ultimately more than compensate for numerous mediocre or losing positions. This approach champions making a few high-quality, well-researched investment decisions, rather than frequent, lower-quality trades, modeling the discipline of successful investors like Warren Buffett. Patience and unwavering conviction in these selections are paramount for allowing significant compounding over time. Third, motivate and sustain investing habits through tangible results and strategic reallocation of personal funds. The most effective way to encourage young people, or anyone starting out, is by visually demonstrating the concrete power of compound interest, showing precisely how even small, consistent contributions can grow into substantial wealth. Practical advice includes a personal spending audit to identify non-essential expenses, like daily coffees or niche supplements, that can be redirected into regular, automated investments. Additionally, young investors, benefiting from an extended time horizon, are encouraged to use this advantage to take calculated risks on growth-oriented assets, understanding they have ample time for recovery and significant compounding. Ultimately, achieving financial success means prioritizing personal growth and incremental improvement, adopting a disciplined long-term strategy, and leveraging the power of compound interest, rather than being swayed by external social media optics or perceived pressures.

Episode Overview

  • The episode addresses a listener's feeling of discouragement from seeing creators invest seemingly unattainable amounts of money, sparking a conversation about the misleading nature of social media finance.
  • The hosts transparently share their own monthly investment figures, emphasizing the "you vs. you" mindset and the importance of focusing on personal progress rather than comparison.
  • They discuss the long-term investing philosophy that a few big wins will ultimately outweigh many smaller losses, highlighting the need for patience and high-conviction decisions.
  • The conversation concludes with practical advice on how to motivate young people to start investing by demonstrating the tangible power of compound interest on small, reallocated expenses.

Key Concepts

  • Comparison in the Social Media Age: The unrealistic portrayal of investing on social media can create feelings of inadequacy and frustration for beginners who can't match the high contribution amounts shown.
  • The "Setup vs. Setback" Debate: An exploration of whether living at home to save and invest aggressively is a powerful financial head start or a developmental setback that delays real-world maturity.
  • Personal Finance is Personal: An individual's capacity to invest is unique and depends on numerous factors like income, life stage, marital status, and financial goals, making direct comparisons to others unproductive.
  • The "You vs. You" Mindset: The core principle that investors should focus on their own incremental improvement—doing better than they did last month or last year—rather than measuring themselves against others.
  • The Pareto Principle in Investing: The concept that long-term portfolio success is typically driven by a small number of major winning investments, which more than compensate for numerous mediocre or losing positions.
  • High-Conviction Decision Making: Modeling successful investors like Warren Buffett by focusing on making a few high-quality, well-researched investment decisions rather than many frequent, lower-quality ones.
  • Motivating Through Tangible Results: The most effective way to encourage young people to invest is by showing them the concrete, long-term outcomes of compound interest, rather than offering abstract financial advice.

Quotes

  • At 2:07 - "But I can't afford to just throw money into the market like you guys seem to do." - Ari reads from a viewer's message, highlighting the core conflict that many beginner investors feel when comparing themselves to others.
  • At 5:17 - "Is it the greatest setup in the world or the greatest setback in the world for these youngsters to be staying at home... and investing thousands of dollars because they're not living in the reality of being an adult?" - Ari poses the central question for the discussion: are young people who live at home to invest more actually helping or hindering their long-term growth?
  • At 20:07 - "Now I'm pretty consistent with about five to $8,000... On a good month, I'm closer to eight, and on a not so great of a month, I'm closer to five." - Ari details his current monthly investment amount, showing how it has grown over time.
  • At 20:18 - "I'm about $1,000 every single month at this point." - Ryan shares his current investment amount, offering a contrasting but still significant contribution level.
  • At 22:28 - "This is a you versus you thing. You have to... it's basically about doing better than you did yesterday or last month or continuing to improve upon your situation." - Ryan articulates the central theme of the segment: focusing on personal progress over comparing oneself to others.
  • At 28:31 - "It's just key to recognize that my situation is different than this other person's... What comes with a wife and the house and the lifestyle he's living versus the lifestyle I'm living... they're so different." - Ari explains why direct financial comparisons are often misleading, as everyone has different life circumstances and goals.
  • At 31:38 - "Those sacrifices... you lose people for the best reason. I think. You lose people because they might classify you now as like boring." - Ari discusses the social sacrifices that are often necessary to achieve ambitious financial goals.
  • At 43:06 - "The few things that you do right will more than make up for the things that you do wrong." - Ryan highlights the Pareto principle in investing, where a small number of successful investments are powerful enough to cover all mistakes.
  • At 51:14 - "Don't be afraid to lose money. Don't be afraid to put money behind a stock that might scare the living daylights out of you. Because while you're young... now is your opportunity to shine in the risk zone." - Ari advises his younger self (and young investors) to embrace risk, as they have a long time horizon to recover and compound.
  • At 56:39 - "Dude, here's another tip from the future. You don't need BCAAs. Stop spending 30 bucks a month on BCAAs. Instead, just put that... in Acorns." - Ryan humorously explains how he'd convince his younger self to reallocate frivolous spending towards small, simple investments.
  • At 57:55 - "That 'if you don't find a way to make money in your sleep, you're going to work until you die,' that's what got me into investing at like 25 or 26." - Ryan reflects that he needed to feel the "pain" of his work situation before becoming truly receptive to the idea of passive income through investing.

Takeaways

  • Shift your focus from comparing your investment amounts to others online to tracking your own personal progress month-over-month.
  • Be willing to make conscious lifestyle and social sacrifices to meet ambitious financial goals, reframing these choices as an investment in your future self.
  • To motivate yourself or others to start investing, use a compound interest calculator to visualize how small, consistent contributions can grow into substantial wealth.
  • Audit your personal spending to identify small, non-essential expenses that can be redirected into regular, automated investments.
  • If you are a young investor, use your long time horizon as an advantage by taking calculated risks on growth-oriented assets.
  • Accept that your financial situation is unique; base your investment strategy on your own income, goals, and timeline, not on someone else's.
  • Adopt a long-term mindset that a few high-conviction, successful investments will likely be the primary drivers of your portfolio's growth over time.