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Hiring Ahead of Demand: A Small Business Growth Strategy
[Editor's note: This story is a composite based on real client experiences. Details have been adjusted to protect privacy, but the pattern is one I see repeatedly.] When Sarah came to me, she was exhausted. Her marketing agency had grown steadily over three years. She had two full-time employees and a handful of contractors. Revenue was up. Clients were happy. On paper, everything looked great. In reality, she was working 60-hour weeks. Her team was stretched thin. She was tu
Jason Medlin
3 days ago5 min read


How Much Cash Should Your Business Keep?
"How much cash should I keep in the business?" It's one of the most common questions I get. And the honest answer is: it depends. That's not a cop-out. The right cash reserve for a seasonal landscaping company is different from a marketing agency with retainer clients, which is different from a contractor who bids project by project. Your number depends on your business model, your risk tolerance, and what you're planning for. But "it depends" isn't helpful without a framewor
Jason Medlin
Apr 205 min read


Stay Away from MCA Loans
The pitch sounds good when you're desperate. Fast funding. No collateral. Approval in 24 hours. Bad credit? No problem. Money in your account by tomorrow. That's the merchant cash advance. And for many business owners, it's the beginning of a financial nightmare they didn't see coming. What an MCA Actually Is A merchant cash advance isn't technically a loan. It's structured as a purchase of your future receivables. An MCA company gives you a lump sum today in exchange for a p
Jason Medlin
Apr 65 min read


From Shoebox to Clarity in 60 Days
[Editor's note: This story is a composite based on real client experiences. Details have been adjusted to protect privacy, but the transformation is real.] When Marcus first reached out, he was running a successful HVAC company. At least, it looked successful from the outside. Trucks on the road, jobs booked out for weeks, a solid reputation in his market. But behind the scenes, he had no idea where his money was going. The Situation Marcus came to us after a brutal tax seaso
Jason Medlin
Mar 304 min read


Healthy vs. Unhealthy Debt for Small Businesses
Some business owners avoid debt at all costs. They bootstrap everything, pay cash for equipment, and feel a sense of pride in owing nothing to anyone. Other business owners use debt aggressively. They finance growth, leverage other people's money, and view debt as a tool to accelerate what would otherwise take years to build. Neither approach is inherently right or wrong. What matters is whether the debt you're taking on is healthy or unhealthy, and too many business owners d
Jason Medlin
Mar 165 min read


Estimated Tax Payments for Small Business Owners: What You Need to Know
When you work as an employee, taxes are withheld from every paycheck. By the time April rolls around, you've already paid most of what you owe. Filing is just a matter of squaring up. When you run a business, nobody withholds anything. The IRS still expects to be paid throughout the year, but now it's your job to make that happen. That's where estimated tax payments come in. And for many business owners, this is where tax planning goes sideways. Who Needs to Make Estimated Ta
Jason Medlin
Feb 235 min read


How to Set Financial Goals for Small Business: A New Year Guide
Every January, business owners set financial goals they abandon by March. Here's how to set specific, measurable goals you'll actually achieve—and build systems to track progress.
Jason Medlin
Jan 58 min read


When to Bring on a Fractional CFO for Small Business (And What Changes When You Do)
There's a gap between recording transactions and making financial decisions—and most small businesses live in that gap longer than they should. Here's how to know when you've outgrown basic bookkeeping.
Jason Medlin
Nov 14, 20255 min read
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