How To Make $100,000 Dollars In Dividends episode artwork

EPISODE · Oct 17, 2025 · 45 MIN

How To Make $100,000 Dollars In Dividends

from Limitless

What if someone told you that making $100,000 per year from dividends requires way more money than you think? That's exactly what happened when we sat down to break down the real numbers behind dividend investing in Jamaica.Most people dream about getting those sweet dividend payments rolling into their bank accounts every quarter. But here's the wake up call: with a 5% dividend yield, you need roughly $2 million Jamaican dollars just to see $100,000 per year. And that's before the government takes their 15% cut.In this episode, Dr. Matthew Preston and Dr. Thaon Simms pull back the curtain on dividend investing. We walk through actual calculations, reveal which JSE stocks pay the highest yields (spoiler: it's not always the ones you expect), and share personal stories about what we actually did with our first dividend checks. From buying computer parts to paying speeding tickets, these small payments taught us bigger lessons about money and investing.We explore companies like Trans Jamaica Highway, Carreras, and Wigton Energy, breaking down their yields and what kind of capital you'd really need to make dividends work for you. Plus, Preston shares a powerful lesson about trusting your own investment thesis, even when everyone around you thinks you're being delusional.Whether you're sitting on $50,000 or $5 million, this episode will change how you think about passive income and dividend investing.🔗 STAY CONNECTED & LISTEN TO MORE EPISODES🎧 Listen to more episodes:https://limitlesspodcast.buzzsprout.com💰 Support the podcast:https://www.buzzsprout.com/1971039/support🐥 Follow us on Twitter:https://twitter.com/Limitless_pod📷 Instagram: https://www.instagram.com/limitless_pod/💲 Get exclusive insights: https://bit.ly/Limitless-MMJA-Discount👍 If this episode helped you understand dividends better, please like, subscribe, and share with someone who needs to hear this!❓ How much dividend income are you currently earning? Drop your numbers in the comments (no judgment, we're all learning together!)⚠️ Disclaimer: The opinions expressed in this podcast are solely those of the hosts and do not constitute financial advice. We may own shares in any companies discussed on this show. Please consult a financial advisor before making any investment decisions.Video Chapters:00:00 The $2 Million Reality Check00:56 Welcome to The Limitless Podcast01:49 What Are Dividends Really?03:09 Understanding Dividend Yield04:32 The Guinep Tree Analogy07:51 Jamaica's 15% Dividend Tax08:36 The Actual Numbers You Need09:32 Highest Yielding JSE Stocks12:48 Breaking Down the $100K Math13:54 Our First Dividend Stories18:41 Spending Dividends on Real Life22:28 Should You Even Chase Dividends?25:28 Which Stocks We'd Actually Buy32:03 The Speeding Ticket Dividend Story35:18 The Trans Jam Lesson Nobody Saw Coming41:11 Why You Need to Sound Delusional44:24 Treat Yourself With Your DividendsSend us Fan MailSupport the show

What if someone told you that making $100,000 per year from dividends requires way more money than you think? That's exactly what happened when we sat down to break down the real numbers behind dividend investing in Jamaica. Most people dream about getting those sweet dividend payments rolling into their bank accounts every quarter. But here's the wake up call: with a 5% dividend yield, you need roughly $2 million Jamaican dollars just to see $100,000 per year. And that's before the governmen...

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How To Make $100,000 Dollars In Dividends

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This episode is 45 minutes long.

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This episode was published on October 17, 2025.

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What if someone told you that making $100,000 per year from dividends requires way more money than you think? That's exactly what happened when we sat down to break down the real numbers behind dividend investing in Jamaica.Most people dream about...

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