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Short finance insights originally shared in the Insight Matters newsletter. These posts highlight practical observations on cash flow, FP&A, growth decisions, and financial strategy for founders and digital businesses.

Glass jars of coins and notes labelled expense, health, investment and retirement

The cash milestone you hit isn’t the number you think it is.

We were reviewing a monthly close with an owner who had just crossed $1M in cash for the first time. A big milestone with years of work behind it. We started looking at what was actually in that number. Accrued bonuses not yet paid out, and some deferred revenue that had been recognized early. When

The cash milestone you hit isn’t the number you think it is. Read More »

Agency owner reviewing handwritten notes on P&L structure

What are you reporting? What matters or what’s convenient? 

In July we spoke with an agency owner who, on paper, had a really solid finance setup. Monthly P&L delivered on time, clean categorization, and no reconciliation issues. The kind of financial setup most business owners are still trying to get to. The problem was that the business had shifted materially over the previous two

What are you reporting? What matters or what’s convenient?  Read More »

Your margin looks fine. That might be the problem.

Your margin looks fine. That might be the problem.

Last month we were reviewing the financials of a $7M agency. Their gross margin came in at 54%, which is respectable by most benchmarks, and the owner knew it. No alarm bells. No reason to dig further. We segmented it by client channel anyway. One channel was running at 35%. The blended number wasn’t wrong.

Your margin looks fine. That might be the problem. Read More »

Rising orange bar chart lit by a spotlight

Your sales team just gave away 40% of your profit margin

Last week I was reviewing financials with an agency owner who couldn’t figure out why his margins were shrinking. Revenue was up 15% year-over-year. New clients were signing. The sales team was hitting targets. But operating profit had barely moved. We dug into the details. His team had started offering “competitive discounts” to close deals

Your sales team just gave away 40% of your profit margin Read More »

When your cost structure outlives your growth plan

When Your Cost Structure Outlives Your Growth Plan

Last month I had three separate calls with founders who said nearly identical words: “We built our team for revenue that isn’t coming.” One was an agency owner staring at a pipeline he described as “shit.” Another was an eCommerce owner who needed $400K in the next two weeks to avoid drastic cuts. The third

When Your Cost Structure Outlives Your Growth Plan Read More »

The 20% problem hiding in your profitable business

The 20% problem hiding in your “profitable” business

Last week we concluded with a coaching business owner that they were losing 20% on every sale of their best-selling program. They’d been celebrating growth for two years. The problem wasn’t their pricing strategy or their market positioning. It was their unit economics assumptions. Assumptions vs Reality They’d built their entire business model around best-case

The 20% problem hiding in your “profitable” business Read More »

Glass globe resting on stacks of coins

When the World Gets Expensive, Your Numbers Get Honest

The last two weeks have been a rollercoaster. We’ve seen the headlines about the Middle East, the conflict, the Strait of Hormuz, and oil prices. Some of you may have brushed it off as “geopolitical noise that doesn’t affect my business.” But more likely, you’ve been wondering if or how it impacts your business. Either

When the World Gets Expensive, Your Numbers Get Honest Read More »

Hand stopping small figures from grabbing a stack of banknotes

How Much of the Financials Should My Team Actually See?

At some point, every owner has to make a call here. It’s an operating decision. And just like every other operating decision, it comes with trade-offs. There’s only one real mistake: not making a deliberate choice. The Two Extremes (and Everything in Between) On one end of the spectrum, there is the open book policy:

How Much of the Financials Should My Team Actually See? Read More »

Insight Matters live webinar: FP&A for e-commerce, how to actually hit your 2026 growth goals

Insight Matters Live Webinar for E-Commerce Owners: How to Actually Hit Your 2026 Growth Goals

You’ve set your goals for 2026. (What happened to 2025?! Last time I blinked, it was still summer.) That was the easy part. Now the hard part comes. Actually delivering on your goals. Typically, you start with fresh energy and great ambition. And then reality happens, and you’re off track. Maybe just a bit. Maybe

Insight Matters Live Webinar for E-Commerce Owners: How to Actually Hit Your 2026 Growth Goals Read More »

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