Welcome to Investing.io. This is the place for entrepreneurs and investors who think beyond normal. We started this newsletter because traditional resources didn’t quite meet the needs of entrepreneurial investors—those who view investments as extensions of their own ventures and values. Each week, we explore small business acquisitions, micro private equity, and smart personal finance strategies. No hot stock tips or market noise, just straightforward insights and updates to help you make informed decisions.
🌱⛵️ Meaning, Money, and Maybe a Boat
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Hey squad, Let's get you caught up. No headline chasing, just good, quality, meaningful reads - here's the good stuff this week:
For the Investor🤑 What’s In The Center Of Your Portfolio? Living in a big house and owning flashy investments might look good on paper but say nothing about health, happiness, or peace of mind. Without real human connection or clear personal goals, it’s easy to end up rich in assets and bankrupt in meaning. 🤑 Tariffs Aren’t the True Cause of the Markets’ Selloff - Speculators bailed not because of tariffs, but because the market hit one of those risk-on, risk-off panic swings where cash-now assets like Treasuries and Berkshire win, and long-term plays like tech and bitcoin get smoked. 🤑 U.S. households are more invested in stocks than ever and it’s distorting market valuation - Retail investors now own around 60% of U.S. stocks, making household appetite the main driver of market valuations. If they start pulling back, it could drag prices down fast since equity exposure is still near record highs. 🤑 One of the most misunderstood moments in stock market cycles - The market often moves ahead of the economy, which is why it can rise on bad news if expectations were already worse. When gloom is fully priced in, even slightly less-bad updates can trigger rallies, making timing the market a losing game. 🤑 Why Trend Following is Harder Than it Looks - It sounds clean on paper but tends to break your spirit in real time thanks to false sell signals, missed rebounds, and long waits for payoff. It might protect you in crashes, but modern markets bounce fast and often. For the Entrepreneur🤑 Hyperlegibility - Founders can’t just build—they have to narrate, signal, and publish their thinking constantly to attract capital, talent, and attention. Hyperlegibility isn’t a nice-to-have, it’s table stakes in a game where staying quiet means staying invisible. 🤑 How To Turn Your Existing Business Into A Passive Income Machine - If your business is still only making money when you’re working, you’re doing too much. You could be stacking passive income by automating stuff. 🤑 Too Many Founders Are Making This Critical Mistake - Monetizing early forces you to build real value, brings in operating cash, validates your idea fast. 🤑 How To Live Your Peak Life As An Entrepreneur - Most entrepreneurs grind so hard chasing success they forget to actually design a life they want to live. Structure your days around what actually energizes you. 🤑 Minimum Levels of Stress - The better things get, the pettier people become. When real problems fade, we invent new ones just to keep the stress baseline steady, which makes dumb arguments a weird sign of progress.
The Power of the Notebook — The History and Practice of Thinking on Paper - Roland Allen, author of The Notebook: A History of Thinking on Paper, digs into how notebooks became essential tools for artists, scientists, and entrepreneurs—from Florentine bankers and da Vinci to Darwin and bullet journalers. He makes a strong case for why handwriting still beats typing when it comes to thinking clearly, solving problems, or just getting through hard moments. It’s a surprisingly fun look at how putting pen to paper has always been more than just scribbles.
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Investing.io: Expert Insights and Essential Reads for Founders and Investors
Welcome to Investing.io. This is the place for entrepreneurs and investors who think beyond normal. We started this newsletter because traditional resources didn’t quite meet the needs of entrepreneurial investors—those who view investments as extensions of their own ventures and values. Each week, we explore small business acquisitions, micro private equity, and smart personal finance strategies. No hot stock tips or market noise, just straightforward insights and updates to help you make informed decisions.
No headline chasing, just good, quality, meaningful reads. Let's get you caught up. Hey squad, Here's the good stuff this week... Options strategies underdeliver and overcharge, Correlations change, your portfolio should too, Liquid alts: useful but tricky, Why QofE is a must in M&A, Buy and hold rarely holds, Time wealth > money wealth, New rules for SBA loans, High agency gets results & loads more of the good stuff below. Sponsor this Newsletter details here. For the Investor 🤑 Rebuffed: A...
Hey investors & entrepreneurs, here's the good stuff this week: International stocks might finally have their moment. Illiquid funds often hide more risk than they show. Trend following can work, but it hurts. Uncertainty beats false confidence. Some SEO just isn’t worth the effort. Good networking. Less email, more money Founders have to let go if they want to scale. & loads more of the good stuff below. Sponsor this Newsletter details here. For the Investor 🤑 Is International...
Hey investors & entrepreneurs, here's the good stuff this week: Your personal financial guardian. Clearing mental tabs through writing. Why viral content ultimately fails businesses. America's trillion-dollar opportunity. From startup to entertainment empire. When inflation meets stagnant growth. How bureaucracy broke Britain's economy. & loads more of the good stuff below. Sponsor this Newsletter details here. For the Investor 🤑 The Iron Law of Volatility Drag - Most investors focus on...