Newsletter 37: ⚠️ Dividend Investing - Smart Income or Silent Portfolio Killer?

👋 Hey Hedgelings,
For the next few issues, we’ll be taking a deeper look into dividend investing—a popular passive income strategy that’s not as hands-off as it seems.
With interest rates still high and market volatility simmering, dividend stocks are drawing attention again. But behind the steady payouts lie tax inefficiencies, slower growth, and sector traps. This issue unpacks all of that—plus how to balance dividends with long-term gains.
Also inside:
- $15K/month from selling digital products (step-by-step)
- Robo-investing vs DIY: which builds better returns?
- Practical frugal habits that actually help you save
- Life-changing lessons from running a business
- And this week’s book pick, Die With Zero, which might just change how you spend your time and money forever.
Let’s get into it. 👇
Before You Keep Scrolling, Let’s Fix That “Please Don’t Call Me Into HR” Fear

When the economy sneezes, jobs catch a cold—and you start wondering if your paycheck’s on life support. Don’t wait for the next “restructure” email to hit your inbox. Money newsletters give you real steps to diversify your income, build emergency funds, and stay ahead of the chaos. Layoffs might be out of your control—but your financial future isn’t. 👉 Click here and recession-proof your wallet.
📈 Featured Article
Dividend Investing in 2025: The Hidden Tradeoffs
Dividend investing feels safe—but what’s the real cost?
This guide reveals:
- Why some dividend stocks underperform over the long run
- How taxes and fees cut into your returns
- Which sectors still offer sustainable payouts
Includes a DRIP calculator to model returns after reinvestment and taxes.
🔗 Read More
💡 Other Money Moves
🤖 Robo-Advisor vs DIY: Find Your Perfect Investing Style
Confused about whether to automate or go hands-on?
This guide helps you compare:
- Robo-advisors (AI-managed portfolios)
- Self-directed investing
- Traditional financial advisors
Spoiler: Hybrid methods are quietly outperforming both.
🔗 Read More
💻 How to Earn $15K/Month Selling Digital Products
A creator’s blueprint for building real passive income:
- Find high-demand niches
- Launch low-cost, scalable products
- Automate your sales funnel
Also reveals the 3 most profitable digital items right now.
🔗 Read More
🧺 12 Frugal Living Tips to Help You Save More Money
Smart frugal habits from Synchrony Bank’s financial team:
- Buy quality once, not cheap twice
- Delay purchases by 24 hours
- Treat savings like a monthly expense
These small shifts can lead to big results over time.
🔗 Read the article
💡 10 Life Lessons From Running a Business (That School Never Taught You)
From failure to focus, this entrepreneur’s insights cut through the fluff:
- Passion is not the key to success—adaptability is
- Revenue follows attention, not effort
- Real opportunity often looks like extra work
Perfect for side hustlers, solopreneurs, or anyone curious about entrepreneurship.
🔗 Read More
📚 Book Pick
Book Review: Buy Back Your Time by Dan Martell
📖 Rating: ★★★★☆ (4.5/5)

Overview
Dan Martell’s Buy Back Your Time is a practical guide for entrepreneurs and business owners looking to escape the trap of being overworked and overwhelmed. Martell, a successful entrepreneur and business coach, shares strategies to help readers reclaim their time by delegating, automating, and optimizing their workflows. The core message is simple: Your time is your most valuable asset—stop trading it for tasks that others can handle.
Key Takeaways
The Time-Buyer Mindset
Martell argues that successful entrepreneurs don’t just work hard—they work smart by "buying back" their time through delegation. He emphasizes hiring virtual assistants (VAs) and leveraging systems to free up mental and physical bandwidth.
The Role of Virtual Assistants (VAs)
A major focus of the book is building a reliable VA team. Martell provides a step-by-step process for hiring, training, and managing remote workers effectively.
Scaling Without Burnout
Martell shares personal stories of his own failures (like burning out after selling a company) and how he restructured his work life to prioritize freedom over hustle culture.
Strengths
✅ Actionable Advice – Unlike many productivity books, Martell gives clear steps (e.g., how to write a VA job description, which tasks to delegate first).
✅ Real-World Examples – He includes case studies from his coaching clients, showing how they applied his methods.
✅ Focus on Freedom – The book isn’t just about making more money—it’s about gaining back time for what truly matters.
Buy Back Your Time is a must-read for anyone feeling trapped by their business or workload. Martell’s strategies are practical, proven, and focused on creating freedom, not just profits. If you’re ready to stop trading time for money, this book will show you how.
Recommendation: Read it, take notes, and implement at least one delegation strategy immediately. Your future self will thank you!
Transparency Note:
Disclosure: As an Amazon Associate, I earn from qualifying purchases. I only recommend books I genuinely believe in—this one’s a great starter guide for beginners. The small commission (at no extra cost to you) helps support my research. Thanks for trusting my honest review!
🧠 Final Takeaway
Dividends are a solid way to generate passive income—but they’re not without drawbacks. The real power lies in combining income-generating investments with smart saving, adaptability, and side streams like digital products.
We’ll keep this dividend deep-dive going next week with a focus on high-yield dividend traps and how to avoid them.
Stay sharp, stay spiky — be the hedgehog with a strategy
— Mindy
Founder, Hedgehog Huddle
