HeyJaredDiary of a Dividend Investor
Learn how to build substantial passive income through high yield dividend investing. I provide insight into how I build and maintain my dividend investment portfolio that generates a 10-12% annualized yield.
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- Sep 5, 2026
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- Jul 27, 2026
Latest issues
Monthly Portfolio Update (opens the original)
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My high yield dividend portfolio currently yields 10% which is down from 12% in August of 2025. While the yield is lower the portfolio health is improving as I continue to liquidate investments that have not met my requirement of returning an adequate total profit % return over a 12 month period. The performance of my portfolio since inception in August 2024 is total profit of 12%. My hedge positions kicked in nicely in August after lagging the past several months and pushed my portfolio value t
Cleaning House - Portfolio Management Update (opens the original)
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I have been building a high yield dividend portfolio since August 2024. My current portfolio yield is 10.12% and my portfolio total profit is currently 12.03%. I have several hundred thousand dollars invested in 89 unique investments. My portfolio generates enough income to cover 30-40% of my monthly expenses while I generate additional income from option trading, part-time consulting, and selling growth stocks for capital gains. I cover any gap with savings and re-invest excess income to help g
Monthly Update (opens the original)
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My portfolio is currently yielding 10.6% and my total profit stands at 10%. My current value to invested value is -2.3% largely due to my hedge positions, CTA/CTAP, continuing to place a drag on my overall portfolio. Subscribe nowFollowing are my top largest positions in my portfolio:<a class="image-link image2 is-viewable-img" href="https://substackcdn.com/image/fetch/$s_!GDcU!,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-m
Portfolio Management Update (opens the original)
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This week I trimmed several holdings from my portfolio. Following is my approach to managing my portfolio. My goal is to generate 8% or more total profit across my entire portfolio with an average dividend yield of 10% or higher. I filtered on those holdings that I have held for longer than one year and sorted by total profit %. I had several holdings that had a total profit % of less than 3% with the majority having a dividend yield of 10% or higher. In researching these further, the dividends
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