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Category: Finance 101

Financial freedom shouldn’t mean financial misery

Financial freedom shouldn’t mean financial misery

Originally published in the Stock Savvy Dad newsletter on June 9, 2026

I’m writing this from a coffee shop. The F.I.R.E. movement, which stands for Financial Independence Retire Early, would have something to say about that. The philosophy is built around aggressive saving and cutting expenses to the bone so you can retire decades earlier than most. And one of its most common pieces of advice is simple. Stop buying coffee out. Make it at home. Technically they’re not wrong. But they’re missing something important.

Some friendships aren’t meant to last forever. Neither are some stocks.

Some friendships aren’t meant to last forever. Neither are some stocks.

Originally published in the Stock Savvy Dad newsletter on May 12, 2026.

Think about the friends you had as a kid that you no longer speak to. Some drifted away naturally. You moved, life got busy, and you lost touch. No drama. The friendship just ran its course. Others you had to walk away from intentionally. Maybe they started making choices that didn’t align with yours and you knew staying close would cost you more than it was worth.

You’re not behind. You’re just on your own timeline.

You’re not behind. You’re just on your own timeline.

Originally published in the Stock Savvy Dad newsletter on April 21, 2026.

Hi Reader At some point most investors ask themselves the same question. Did I miss my window? There have been multiple times I’ve researched a company I believed in, talked myself out of buying it, and watched it take off without me. Those moments always sting, and have made me feel like I was behind.

How to Help Kids Set Their First Savings Goal

How to Help Kids Set Their First Savings Goal

Telling a child to save money “just because” rarely works. Saving without a purpose feels like punishment, a delay for no reason. And if we’re honest, most adults struggle with this too. The key to teaching saving isn’t discipline first. It’s direction. Children need a clear target. Something they can visualize and work toward. Even as adults, it’s much easier to save with a clear goal in place. When money has a goal attached to it, saving becomes progress rather…

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How to Teach Kids About Money Using the 4 Jar Method

How to Teach Kids About Money Using the 4 Jar Method

Many young adults struggle with managing their money. Not because they’re careless, but because no one ever showed them how money is supposed to work. We teach kids to put toys in bins, books on shelves, and clothes in drawers. Everything has a place. But when it comes to money, we often just hand it over without structure then get upset when our adult children make bad financial decisions and end up back home at age 30. This is where…

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How to Start Teaching Your Kids About Money

How to Start Teaching Your Kids About Money

When it’s time to sit down at the dinner table for a family discussion, the topics are usually the same: school, sports, schedules, “are we having chicken again tomorrow?” Yet one thing that rarely comes up is money, how it works, how to manage it, and how to build a financially healthy life. It’s not because parents don’t care. Many are financially illiterate themselves or simply uncomfortable having the conversation. So they think, “My kids will figure it out later,…

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Investing $1,000 for the First Time? Here’s Where to Start

Investing $1,000 for the First Time? Here’s Where to Start

A common question I get: “I’ve got $500… maybe $1,000. How do I get started?” That’s a great question. A lot of people think you need at least five figures to start investing, or to see real gains. That’s not the case. $1,000 isn’t retirement money, but it is seed money. A launchpad that can grow into something significant if you approach it with the right mindset, strategy, and discipline. So let’s walk through exactly how I’d deploy that first…

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