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The Investing Mistakes We Made (So You Don't Have To)

  • Writer: liveyourmoneystyle
    liveyourmoneystyle
  • Apr 26
  • 3 min read
Investing Mistakes

Nobody talks about the learning curve of investing  -  the missteps, the confusion, the moments where you thought you were doing everything right and found out later you weren't. That's exactly what this episode is about.


Maddie and Meghan sit down for one of their most honest conversations yet, walking through the real investing mistakes they made early on. Not to embarrass themselves (okay, maybe a little)  -  but because so many people are sitting on the sidelines waiting until they "know enough" to start. This episode is proof that you don't need to know everything. You just need to start.



What You'll Hear in This Episode About Making a Financial Mistake


Mistake #1  -  Maxing Out the 401(k) Without a Plan (Maddie)

Maddie heard the advice "max out your 401(k)" and took it literally  -  immediately. It sounded responsible. It felt like the smart move. The problem? She didn't have room in her budget for it, which left her stretched thin and set her up for the next mistake.


The lesson: "Max out your 401(k)" is great long-term advice, but it doesn't mean do it all at once regardless of what else is going on in your finances. A better approach  -  start at your employer match (typically around 3%), then increase contributions by 1% each year until you get there.



Mistake #2  -  Investing Without an Emergency Fund (Maddie)


Investing while having no financial cushion meant that if an unexpected expense came up, Maddie would have had to borrow money. For a lot of people, that unexpected expense goes on a credit card  -  and here's why that's a problem:

  • Earning ~8% returns in a 401(k)

  • Paying ~18% interest on a credit card

  • The math does not math


The lesson: Before you invest beyond your employer match, build at least a small emergency fund  -  ideally $500–$1,000 to start, working toward one month of expenses. That buffer is what keeps one unexpected bill from unraveling everything else.



Mistake #3  -  The Cash Sitting Disaster (Meghan)


When Meghan left her first job, she did everything right  -  she rolled over her 401(k) into a Roth IRA and IRA to avoid taxes and penalties. She opened the accounts. She transferred the money. She thought she was done.

She wasn't.


A year later, she logged in to check her returns and found the account balance was the exact same number she'd deposited. The money had been sitting in cash  -  not invested  -  the entire time while the market went up.


The lesson: Opening an account and funding it is only step one. Step two  -  actually purchasing investments  -  is the step that most people don't know they're missing. The account doesn't automatically invest your money for you.



Mistake #4  -  Ignoring Fees (Meghan)

When Meghan finally went to pick her own investments, she did what a lot of people do  -  she looked at past returns and picked the fund that looked best. She didn't know to look at fees. She didn't even know fees were something to think about.


The fund she chose had an expense ratio of 1.2%. That sounds like nothing. Over 30 years, the difference between a 1.2% expense ratio and a 0.2% expense ratio can mean tens of thousands of dollars.


The lesson: Keep expense ratios under 0.5%, and aim for under 0.2% when possible. A good rule of thumb  -  if your brokerage account is with Fidelity, Vanguard, or Schwab, look at their in-house funds first. They tend to have lower fees, and all else being equal, lower fees = more money staying in your pocket.



The Big Takeaways

  1. Mistakes are part of the process. Everyone who invests has made them. The goal isn't to avoid every mistake  -  it's to avoid the ones that cost the most.

  2. The biggest mistake is not starting at all. Meghan lost a year of compound growth by leaving money in cash. But if she'd waited another year to "figure it all out first," she would have lost two years.

  3. Imperfect action beats perfect planning every time. The amount matters less than the habit. Getting started  -  even small, even imperfect  -  is what builds long-term wealth.

  4. Time in the market is more important than timing the market. You don't need to wait for the "right moment." The right moment is now.



Resources Mentioned

📘 The Confident Investor Blueprint A 7-day e-book that walks you through everything from figuring out your investing goal to placing your first trade. Each day gives you one clear action step  -  no overwhelm, no finance degree required. (Bonus: it explains investing by comparing it to building a wardrobe. Yes, really.) Just $17. → BUY HERE!

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