The DIY Agency Mastermind
This all started because one agency owner (hi, that’s me) asked AI to help design a personal mastermind—just a bit of structure and cadence so I’d finally work on my business instead of drowning in it.
Somehow, I ended up MacGyver-ing my way into a full 12-week program with more detail than a Cold War spy manual. What was supposed to be a quick productivity boost turned into a distraction rabbit hole so deep it should have its own zip code.
Now it’s a thing. A strangely organized, surprisingly effective, AI-assisted thing. It will cover profitability, cash flow, systems, and growth planning—but with the vibe of someone explaining how to survive agency life with duct tape, a spreadsheet, and maybe a rubber band.
I had low expectations, but here we are!
Episodes

Thursday Aug 14, 2025
Thursday Aug 14, 2025
Let’s talk about pricing, because it’s one of the most emotional and misunderstood levers in any agency. Most owners set their prices based on what they think the market will tolerate, or worse, what they charged in the past plus a small bump. They almost never start from the place they should—what it actually costs to deliver the work, with a healthy margin baked in.
The truth is, pricing is both art and math. The math is straightforward: you calculate your delivery costs, factor in overhead, add your target profit margin, and there’s your minimum viable price. The art comes in positioning—how you communicate your value so that the number feels not only justified but like a smart investment to the client.
One of the biggest mistakes I see owners make is thinking they can “make it up on volume” when their prices are too low. That’s a dangerous trap. If your margin is thin, more volume just means more stress, more delivery headaches, and less breathing room. You don’t grow your way out of bad pricing—you fix the pricing first.
Here’s a quick example. An agency I worked with was charging $5,000 for a package that cost them $4,200 to deliver. On paper, that’s $800 in gross profit, but by the time they paid for overhead, software, and admin support, they were actually losing money on every deal. They were working harder and harder just to stay in place. We recalculated their costs, set a price at $7,500, and positioned it with a stronger value story. Within three months, not only had revenue gone up, but the owner had fewer clients to manage and a lot more time to focus on growth.
Pricing also has a psychological component—for both you and the client. When you price too low, you risk signaling that your work isn’t high value. You also put yourself in the “commodity” category, where clients compare you to every cheaper option they can find. Higher, well-justified pricing changes the conversation. It lets you work with clients who value outcomes over hours and are willing to pay for expertise.
There’s another piece to this: reviewing your pricing regularly. Costs change. Market demand shifts. If you haven’t updated your rates in two or three years, you’re almost certainly leaving money on the table. That doesn’t mean you triple your fees overnight. It means you adjust in a way that feels fair to your current clients and right for the value you deliver today, not three years ago.
One agency owner I know has a simple annual ritual: every January, she recalculates her delivery costs, adds her target margin, and compares her rates to industry benchmarks. That way, price adjustments feel like a normal business process—not an emotional negotiation. Clients respect it because it’s clearly based on math and market reality, not mood.
When you get pricing right, you create space. You have room for better people, better tools, better client experiences. You stop chasing the next project just to keep the lights on. And you start building a business that pays you well for the value you bring—not just the hours you work.
What you’ll be focusing on this week is running the numbers on your actual delivery costs, setting or adjusting your target profit margin, and using those figures to define your minimum viable price. You’ll practice positioning that number in a way that communicates value instead of justifying cost, and you’ll put a recurring reminder in place to review your pricing every year. By the end of the week, you’ll know exactly what you should be charging and why—and you’ll feel confident asking for it.

Thursday Aug 14, 2025
Thursday Aug 14, 2025
If profitability is the scoreboard, cash flow is the oxygen. You can be profitable on paper and still run out of cash in real life—and nothing will send your stress levels through the roof faster than not being able to cover payroll or pay a vendor. I have seen agencies with healthy margins collapse simply because money wasn’t moving in and out at the right times.
The first thing to understand is that cash flow isn’t just “Do I have money in the bank?” It’s a rhythm. Cash comes in, cash goes out, and the timing matters just as much as the amounts. If clients pay you thirty days after you send an invoice but your team needs to be paid every two weeks, that gap can turn into a problem quickly.
A big part of managing cash flow is mapping it. Think about your month like a set of inflows and outflows on a calendar. Know exactly when payments are expected to land, and exactly when expenses hit. Once you see it visually, it becomes easier to spot the trouble spots—the weeks where your account might dip uncomfortably low.
Healthy agencies often keep a rolling thirteen-week cash flow forecast. That means you’re looking ahead for the next three months, adjusting as you go. It’s not static—it’s a living document that changes when deals close early, clients delay payments, or you take on unexpected costs. And yes, this takes discipline, but the clarity it gives you is priceless. You start making proactive decisions instead of reacting to emergencies.
One of the most useful habits you can adopt is sweeping your cash every week. Set aside time—same day, same time each week—to check your bank balance, compare it to your forecast, and adjust allocations. That’s how you make sure you’re building your reserves and not just letting extra money get absorbed into “normal” spending.
And about those reserves—think in terms of survival months. Aim to have two to three months of operating expenses set aside in a separate account. This isn’t just for doomsday scenarios. It’s what lets you take bold steps without fear—launching a new offer, hiring a key role, or saying yes to a major marketing push—because you know the basics are covered.
I’ll give you a real example. A friend who runs a creative agency kept a detailed cash forecast for years, and when a huge client delayed payment by sixty days, it didn’t break them. Why? Because they saw it coming on their forecast, adjusted spending, and shifted payment schedules with vendors. No drama, no panic—just a small speed bump instead of a disaster.
On the flip side, I once spoke to an owner who was profitable but hadn’t looked closely at cash flow in months. A few large invoices went unpaid for over sixty days, and by the time they noticed, they were dipping into personal savings to make payroll. That’s a lesson you only need to learn once.
The goal here is simple: make cash flow a weekly habit, not a quarterly surprise. Because when you know exactly what’s coming in and going out—and when—you’re in control. And control is what gives you options.
What you’ll be focusing on this week is building a clear picture of your cash flow rhythm. You’ll set up or update a rolling thirteen-week forecast, and you’ll make it a habit to review it at the same time every week. You’ll identify any gaps between when money comes in and when it goes out, and start shaping your reserves so you can handle those dips without stress. By the end of the week, you’ll have not just a document, but a system that keeps you ahead of problems before they even appear.

Thursday Aug 14, 2025
Thursday Aug 14, 2025
When most agency owners talk about growth, they talk about revenue. More clients, more retainers, more zeros at the end of the month. But here’s the uncomfortable truth: revenue is a vanity metric if you do not know how much of it you get to keep. Profitability is where the real freedom lives. It is what allows you to hire the right people without losing sleep, invest in better systems, and actually enjoy the life you are working so hard to build.
The tricky part is that profit rarely happens by accident. It is built on decisions you make long before the money hits your account. If you do not set up your business with profitability in mind, you can easily find yourself in that frustrating cycle of working harder and harder only to feel like you are standing still. You might even convince yourself that the solution is to grow faster, when in reality, you are just growing the problem.
So let’s start here: profitability is not a one-time project. It is a mindset, a system, and a habit. The mindset piece is understanding that your business exists to serve you, not the other way around. The system is having a simple, reliable way to measure what is actually working. And the habit is showing up regularly to review the numbers, adjust the plan, and make sure the business is on track to give you what you need.
One of the easiest ways to think about profitability is to treat it like paying yourself first. This means deciding upfront how much profit you want the business to produce, then building your operations, expenses, and pricing around that number. It is the opposite of the “leftover” approach—where you spend what you spend, and whatever is left in the bank becomes your profit. When you flip the order, you force the business to operate inside healthy guardrails, which usually makes you sharper and more creative in how you allocate resources.
You will hear a lot of benchmarks tossed around for what a healthy profit margin should be. For many service-based agencies, a net profit margin of fifteen to twenty percent is considered strong. That means if you bring in a million dollars in revenue, you keep at least one hundred fifty thousand dollars after all expenses. But these percentages only matter if you are measuring them consistently. Too many owners rely on gut feel or bank balance watching, which is like trying to steer a ship without looking at the compass.
Another important piece of profitability is knowing the difference between making more money and keeping more money. You can land a big client and still lose money on the engagement if your costs to service them are too high. That is why it is essential to track not just your overall numbers, but also the profitability of each client or project. Some clients may be paying you more, but if they drain your team, require constant rework, or demand custom solutions that eat up billable hours, they might be quietly pulling your margins down.
A helpful exercise is to imagine that you are starting your agency from scratch tomorrow. With everything you know now, how would you structure your services, your team, and your pricing to ensure profitability from day one? This mental reset can help you see where you’ve picked up inefficiencies or misaligned offers along the way. Sometimes the most profitable move you can make is to simplify—to narrow your service menu, tighten your scope of work, or focus on the kinds of clients who value and pay well for your best work.
Profitability also depends on being intentional about where your money goes once you have it. Too many owners treat profit like a happy accident and then let it disappear into one-off purchases or reactionary spending. A stronger approach is to create a clear plan for how profits will be used—whether that is reinvestment into growth, building a safety net, or increasing your own compensation. When you have a plan, those decisions feel strategic instead of impulsive.
I have seen owners transform their entire relationship with their business simply by setting a non-negotiable profit target and building their year around it. They stop chasing every dollar. They say no more often. They find creative ways to deliver more value without adding more cost. And perhaps most importantly, they finally feel like the business is serving the life they want, instead of swallowing it whole.
Profitability is the foundation that makes everything else in your agency possible. Without it, growth is fragile. With it, growth is sustainable. If you commit to treating profit as a priority instead of a byproduct, you will give yourself the best shot at building something that lasts.



