I’d go with Option B—sticking with my main job and building stable income. Predictability and consistency matter more to me than chasing occasional windfalls. Just like dividend investing, the steady flow may look “boring,” but over time, compounding does the heavy lifting and builds lasting wealth.
That’s not to say I don’t admire those who go for Option A. Upskilling to take on high-value side gigs can boost income, but it often comes with uncertainty, irregular demand, and physical limits on how much you can handle. In investing terms, it’s like timing volatile trades—you might win big once, but sustaining it is tough.
So I prefer focusing on stability while letting my portfolio compound in the background. Dividend reinvestment feels like the “silent worker” that doesn’t need me constantly chasing the next opportunity. Over time, that reliability gives me peace of mind and financial freedom without worrying about the next high-paying gig.
@Tiger_comments @TigerStars @Tiger_SG
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