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Tuesday May 19th: When to Alter a Plan.
Life doesn’t care about your carefully laid plans. After a brutal start to the week — medical bills, insurance fights, and a painful tooth extraction — I’m adjusting the debt snowball strategy. Starting June 1st, all dividends + covered call premiums are going straight to debt payoff.
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May Day: Is the Debt Ship Sinking?
May Debt Snowball Update: From -$3,700 last month to +$7,712 this month due to the new shed and car repairs. With dividends approaching $500/month, the big question is: keep building income or slam the debt? Full breakdown inside.
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April 2026 End of Month Update: Small Work Small Rewards
April was a month of strategic shifts for the Snowball. While my motivation for side-hustle ‘grinding’ slowed down, the portfolio hit new milestones. From activating interest-free margin in my wife’s account to testing covered calls with my emergency fund (a move I’ve already corrected!), we’re breaking down the numbers. With $1,737 in dividends year-to-date, the…
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High Dividends Can Fall: ORC
The ‘Snowball’ just hit a patch of salt. Orchid Island Capital (ORC) announced a 16% dividend cut, dropping from $0.12 to $0.10. While a $170 annual hit might seem concerning, it’s a calculated risk in an experiment designed for high speed. Here’s why I’m not panicking—and how my recent covered call premiums are already outperforming…
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Game Grinding Update April 25 2026
Grinding isn’t just for the stock market—sometimes it’s for the games that fund it. After a month of hammering out bonus cash and exploring Crimson Desert, I’m checking in on the state of game-based side hustles. From navigating the FreeCash app store drama to hitting $20 milestones, here’s a look at the ‘slow and steady’…
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When Does it Get Easier? Debt, Investing, Bills, Expenses.
I’m 90 days into this daily blogging journey, and the reality of the ‘Snowball’ is setting in. It’s a psychological battle: do I shovel every penny into debt, or do I keep fueling the passive income engine? With OXSQ dividends nearly doubling this month, I’m seeing the math win out over the doubt. Here is…
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April Showers, Bring Debt Down
After a rough March, the debt battle is showing some real green shoots this April. With a net progress of over $3,700 down, the ‘Snowball’ is doing its job—even with $1,800 in insurance and medical bills looming. This week, I’m breaking down the decision to prioritize summer camp and sanity over pure debt repayment, and…
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Update for Wife’s Brokerage Account April 2026
Sometimes Robinhood is great, other times Robinhood is confusing.
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The Gritty Truth of My $2,000 March Side Hustles: Chime, SoFi, and Free Cash
Passive income isn’t just about dividends; sometimes it’s about the hustle. In this April 2026 update, I’m breaking down the ‘shady but effective’ side of the Snowball. From turning Branded Survey donations into profit to using a 30% gambling site bonus to off-ramp crypto into my Robinhood wallet, here is how I generated over $2,000…
Mini Thoughts
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