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Thinking Like a CFO: The Shift from Recording to Deciding
Most small business owners have a bookkeeper. Or they do their own bookkeeping. Or they hand a shoebox to their tax preparer once a year and hope for the best. What most small business owners don't have is someone asking: "What does this mean for the business? And what should we do about it?" That's the difference between bookkeeping and CFO-level thinking. One records what happened. The other connects financial data to decisions. Backward-Looking vs. Forward-Thinking Bookkee
Jason Medlin
Apr 275 min read
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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
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Depreciation Deductions: Not Dollar-for-Dollar
[Editor's note: This story is a composite based on real client experiences. Details have been adjusted to protect privacy, but the lesson is one I see repeatedly.] "I bought a $60,000 truck in December. That should knock $60,000 off my taxes, right?" That's what a contractor asked me last spring. He'd made a major equipment purchase expecting a massive tax windfall. When we ran the numbers, reality looked different. His actual tax savings? Around $15,000. He wasn't happy. But
Jason Medlin
Apr 134 min read
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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
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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
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