269. How To Start Investing in 2026 (Personal Finance Cheat Sheet Pt. 3)
Episode
29 min
Read time
2 min
Topics
Personal Finance, Investing, Fundraising & VC
AI-Generated Summary
Key Takeaways
- ✓Two-Step Account Setup: Opening a Roth IRA or brokerage account is only step one; the critical second step is purchasing actual investments like index funds inside that account, a mistake costing investors millions in unrealized gains.
- ✓Time Horizon Statistics: Every twenty-year period in stock market history, including those spanning 2008, COVID, and the Great Depression, has produced 100% positive returns, proving patience eliminates risk more effectively than market timing attempts.
- ✓Index Fund Strategy: Choose diversified index funds containing thousands of companies rather than individual stocks to mitigate risk automatically. This approach requires minimal research and outperforms active trading strategies for long-term wealth building consistently.
- ✓Automation Framework: Set up automatic monthly transfers from checking accounts to investment accounts, then stop checking daily. Review portfolio quarterly only, avoiding panic selling during market volatility or chasing trending stocks from social media.
What It Covers
Tori Dunlap provides a step-by-step guide to starting investing in 2026, covering account selection, portfolio building, automation strategies, and debunking common myths that prevent people from beginning their investment journey.
Key Questions Answered
- •Two-Step Account Setup: Opening a Roth IRA or brokerage account is only step one; the critical second step is purchasing actual investments like index funds inside that account, a mistake costing investors millions in unrealized gains.
- •Time Horizon Statistics: Every twenty-year period in stock market history, including those spanning 2008, COVID, and the Great Depression, has produced 100% positive returns, proving patience eliminates risk more effectively than market timing attempts.
- •Index Fund Strategy: Choose diversified index funds containing thousands of companies rather than individual stocks to mitigate risk automatically. This approach requires minimal research and outperforms active trading strategies for long-term wealth building consistently.
- •Automation Framework: Set up automatic monthly transfers from checking accounts to investment accounts, then stop checking daily. Review portfolio quarterly only, avoiding panic selling during market volatility or chasing trending stocks from social media.
Notable Moment
Dunlap reveals she reached multimillionaire status by age 27 by combining entrepreneurship income with automated index fund investing, experiencing the transformative moment of waking up to discover her money earned returns while she slept.
Episode Transcript
If you've been meaning to invest, no more excuses. This is your year. Investing isn't for rich people. It's how people become rich. And on today's episode, the final episode of the personal finance cheat sheet series, I am walking you through exactly step by step how to make your first investment. If you're someone who is just starting investing or maybe hasn't started at all, this is not gonna be jargony. This is not gonna be overwhelming. I know that that's probably why you haven't gotten started or why you bail every time you log in to your Fidelity Vanguard Schwab Robinhood account is because everything's so crazy and confusing. This is what we're debunking today. It's so important that this information is accessible. So if you know somebody in your life who is also trying to figure out how to invest or has been putting it off, share this episode with them too. And if you're joining us here at part three and you haven't watched part one and two, please go watch or listen to episodes one and two of the personal finance cheat sheet series. We are getting started in 2026, giving you everything you need to know to start building wealth this year. But first, a word from our sponsors. You all have heard me say that my partner signed his first client with his business, his brand new business, and literally talked to him the other day. He is in talks about landing his second big client. And all of that happened because of his Squarespace website. Squarespace is so easy to use. I literally built him his website in a weekend. I don't know how to code. I don't know anything. But I can drag and drop, and you can drag and drop too. So if you're trying to design a beautiful website, Squarespace is the place to be. The other thing he's doing on Squarespace is that he can send emails to anybody that signs up who's interested through their email campaign tool, and he can also take payments directly through Squarespace. So he doesn't have to use and pay for, like, another payment processing service. It's already baked into Squarespace. Head on over to squarespace.com/sfpod for a free trial. And when you're ready to launch, you can use offer code s f pod to save 10% off your first purchase of a website or domain. This is literally the code that I told him to use, and he saved 10% off his website. And before we get into the rest of the episode, we are doing a free investing workshop called stock market secrets. I have taught this workshop to over 200,000 people who are trying to figure out how to start investing, how to overcome the myths you've been believing, and some of the most common mistakes I see on people's investing journeys so you don't make them too. Go to herfirsthundredk.com/ffpod to register. It is entirely free, so I …
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