Stop Lying to Yourself
Welcome to this week's edition of The Weekly Trail Report, where we share,
1 Story, where real stories of architects and engineers meet tailored financial strategies,
1 Actionable Tip, to provide actionable insights and guide you towards financial success,
1 Financial Term, to demystify key concepts and empower your decisions.
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1. Story: Monica Stops Lying to Herself
Monica had been running her architecture firm for nearly 15 years.
She was sharp, experienced, and well-respected in her field. Her firm had grown to four employees, and the projects kept coming in—enough that she was always busy, always in demand.
But behind the scenes, she felt like she was treading water.
“I know I need to get a better handle on things,” she told me during our first call. “But honestly… I just haven’t had the time.”
She wasn’t lying—not really. Between client deadlines, hiring decisions, and running the business, her days were packed. But what she didn’t realize was that this mindset—I’ll deal with my finances when things calm down—was costing her more than she thought.
That reality hit hard when her firm’s cash flow tightened without warning. A delayed payment from a major client overlapped with payroll, software renewals, and a big tax bill. Suddenly, she was stressed, scrambling, and questioning everything.
“I’m 50,” she said quietly. “And I don’t have a plan. I don’t even know how much I’ve saved.”
That’s when we got to work.
The first step was clearing the fog.
We looked at her business and personal finances side by side—something she’d never done before. We mapped out income, expenses, debt, and savings. Then we implemented a cash flow system: dedicated accounts for taxes, profit, and owner compensation.
We built cushions.
We built structure.
We built breathing room.
From there, we created an investment plan that finally got her money working for her—not just sitting in a business account, waiting for the next fire.
Within a few months, Monica went from feeling completely reactive to grounded and proactive. She no longer had to guess what was coming or wonder if she could “afford” to pay herself this month. She had a system—and more importantly, a sense of control.
“I didn’t realize how much it was weighing on me,” she said. “I feel like I can finally breathe.”
The lie many business owners tell themselves is “I’ll handle my finances later—when things settle down.”
But later never comes.
There’s always one more project, one more hire, one more deadline.
Getting your finances in order doesn’t require more time.
It gives you time.
Time to focus, to rest, to make decisions from a place of clarity—not fear.
That’s what Monica found.
Not just financial progress—but peace of mind she didn’t know she was missing.
2. Actionable Tip: Plan Through the Chaos
One of the biggest traps business owners fall into is waiting for the “right time” to get financially organized.
“When things slow down…” “After this next big project…” “Once we hire that new person…”
But things rarely slow down.
And even if they do, that calm is usually short-lived.
If your financial system only works when life is quiet, then it’s not really a system—it’s a wish.
The most effective time to build structure is in the middle of the chaos. That’s when it has the biggest impact.
A clear financial plan—one with dedicated accounts, automatic savings, and cash flow guardrails—actually reduces the chaos, giving you fewer decisions to make and fewer fires to put out.
That’s what Monica discovered.
She didn’t need things to slow down—she needed a system that worked while life was busy. And once she had it, she could finally focus without the background stress of uncertainty.
So don’t wait for perfect timing.
Build a system that brings clarity now—and keeps working no matter what the week throws at you.
3. Financial Term: Financial Overwhelm
Financial overwhelm isn’t a technical term—it’s a real, lived experience.
It’s that anxious, tight feeling in your chest when you don’t know where your money is going.
When you’re constantly busy, but your bank account doesn’t reflect it.
When every financial decision feels reactive, rushed, or unclear.
This is what Monica was experiencing. She wasn’t “bad with money”—she was just stuck in a system that lacked clarity.
No structure.
No breathing room.
No confidence.
Financial overwhelm is incredibly common among business owners.
And the worst part?
It convinces you that fixing it will take more time—time you already don’t have.
But the truth is, structure relieves overwhelm.
A clear system, even a simple one, replaces chaos with calm. It shifts you from guessing to knowing.
If you’re feeling that constant low-grade financial stress, you’re not alone.
But you don’t have to live in it.
Happy Trails,
Ryan
Disclaimer: We employ fictional characters to illustrate financial concepts faced by individuals in the architecture and engineering industry. Any resemblance to real persons, living or dead, is coincidental. While the stories are inspired by our experiences, the specific details, circumstances, and outcomes mentioned are entirely fictional and created for educational purposes only. Real client information is strictly confidential and never disclosed without explicit consent. Our aim is to provide relatable examples for educational purposes, respecting the privacy and confidentiality of our clients. This information is presented for educational purposes only and is not to be considered financial, tax, legal, or investment advice.
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3moHaving more structure built around a system does bring a much greater level of certainty and comfort.