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The Real Cost of Homeownership: What the Math Really Says in Your First 7 Years
Buying a home isn’t a bad decision, but it’s often misunderstood. The early years of a mortgage are mostly interest, not equity. Understanding this math is key to making homeownership part of a long-term financial plan instead of your entire plan.
Sean Rawlings
6 hours ago3 min read


The Hidden Risks of Holding Too Much Company Stock
A lot of high earners I talk to are sitting on a huge chunk of their wealth in company stock.
It feels great when the stock is up… until you realize your paycheck, benefits, and net worth are all tied to the same company. That’s not just investing — that’s gambling.
The truth is, too much company stock creates risks most people don’t see coming.
Sean Rawlings
Aug 223 min read


How to Avoid Surprise Capital Gains Taxes (and Keep More of Your Money)
Most people only think about capital gains when they sell a stock.
But in reality, you can trigger a taxable gain in dozens of ways — sometimes without even realizing it.
From mutual fund distributions, to selling your home, to the way you handle equity compensation, the timing of your financial decisions can mean the difference between a minimal tax bill and a big one.
Sean Rawlings
Aug 153 min read


Why Your First $100k Is the Hardest and Why It Changes Everything
Most people underestimate how powerful the first $100,000 invested can be.
It’s not just a number; it’s the tipping point where your money starts working harder than you do.
Sean Rawlings
Aug 83 min read


Why Cash Flow Is King—Even If You’re Earning Multiple Six Figures
Making $300k+ but still wondering where your money is going?
You’re not alone—and it’s not about budgeting harder.
This week’s blog dives into why cash flow is king, even for high earners, and how to create a system that actually builds wealth (and freedom).
We cover:
✅ The 50/50 lifestyle rule
✅ Why unchecked income = lifestyle creep
✅ How to automate wealth-building
✅ Real strategies to align money with your goals
Sean Rawlings
Aug 13 min read


How to Plan for Kids Without Derailing Your Financial Future
Having children is one of life’s most exciting milestones—but it’s also one of the most financially impactful. From diapers and daycare to college and beyond, it’s easy to feel overwhelmed by the rising cost of raising a family. But with some proactive planning, you can grow your family without sacrificing your financial future.
Sean Rawlings
Jul 243 min read


The 5-Year Rule: How to Set Financial Goals That Actually Work
Most high earners focus only on long-term goals like retirement or short-term goals like saving for a vacation. But the real magic happens when you get intentional about the next five years. Whether you want to take a sabbatical, buy property, or start your own business, your financial plan should support the life you’re building—not just your 401(k). This week’s blog breaks down how to use a 5-year window to align your income, investments, and tax strategy with what actually
Sean Rawlings
Jul 183 min read


The Mid-Year Financial Planning Checklist for High Earners
If you're earning a strong income but not sure if you're truly optimizing it, this blog is for you.
From equity comp and QBI deductions to tax-loss harvesting and the best use of your 401(k), I’ve put together a mid-year checklist to help high earners finish 2025 with confidence—and a smaller tax bill.
Sean Rawlings
Jul 113 min read


How Business Owners Can Pay Their Kids and Build Them a Tax-Free Nest Egg(Part 2)
Not all wealth comes from trust funds and inheritance. Learn how to create a lasting legacy for your children in this weeks blog.
Sean Rawlings
Jul 43 min read


How to Make Your Child a Millionaire (Part 1): The Power of Starting Early
Not all wealth comes from trust funds and inheritance. Learn how to create a lasting legacy for your children in this weeks blog.
Sean Rawlings
Jun 274 min read


The 5 Financial Moves to Make Before Taking a Career Break
Here are the 5 things you should be thinking about when planning for a reset, sabbatical, or career pivot.
Sean Rawlings
Jun 203 min read


S-Corp vs. Sole Proprietorship: Which One is Best for You?
Making sure your entity is taxed correctly can save you tens if not hundreds of thousands of dollars.
Sean Rawlings
Jun 133 min read


How Much House Can You Really Afford?
Everything you should be thinking about when it comes to buying a new house and affordability.
Sean Rawlings
May 233 min read


Choosing the Right Health Insurance Plan: HMO, PPO, EPO, and Beyond
Choosing the right health insurance plan isn’t just about coverage—it’s about strategy. HMO, PPO, EPO, HDHP + HSA… what’s the difference, and which one actually fits your life and financial plan?
This week’s blog breaks it down so you can make smarter, more aligned decisions during open enrollment (or any time benefits are on the table).
Sean Rawlings
May 163 min read


What to Do When You Outgrow the Basics of Personal Finance
When you're just starting out, good personal finance habits are straightforward: build an emergency fund, avoid high-interest debt, contribute to your 401(k), and invest consistently. But what happens when you’ve checked all those boxes? This blog goes into what the next wealth building chapter looks like.
Sean Rawlings
May 94 min read


I Make Good Money—So Why Doesn’t It Feel Like I’m Building Wealth?
High income but still feel broke? Discover why high earners struggle to build wealth—and the financial strategies that actually move the needle for young professionals.
Sean Rawlings
May 23 min read


Building a Plan That Withstands Any Storm
The core components of a financial plan that can weather any storm.
Sean Rawlings
Apr 15 min read


Mastering Your Cash Flow: Turning High Income into Sustainable Wealth
Mastering your cash flow is crucial to building and maintaining wealth
Sean Rawlings
Mar 283 min read


Financial Spring Cleaning: Refresh Your Plan
There's no better time than now for some spring cleaning with your finances
Sean Rawlings
Mar 144 min read


Receiving a Windfall? Here’s How to Make Sure It Sets You Up for Life
How to handle a windfall. Tips, tricks, and strategies for maximizing your newfound wealth.
Sean Rawlings
Mar 75 min read
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