Most businesses skip the hard question and go straight to the calendar
There’s a meeting that happens in companies of every size, in every industry, at least once a year. Someone opens a deck. There’s a slide called “Marketing Plan.” It has columns. It has colours. It has owners and deadlines and budget lines. Everyone nods. Someone says “this looks solid.” The meeting ends.
And then the company spends the next twelve months doing things. Posting on Instagram. Running a campaign. Attending a trade show. Updating the website. Briefing an agency. Reviewing the agency. Firing the agency. Hiring a new agency.
Motion. Lots of motion. What most of it isn’t, is strategy.
The difference between a marketing strategy and a marketing to-do list is not
sophistication. It’s not budget, or headcount, or whether you’ve hired someone with “growth” in their job title. The difference is a choice.
A to-do list says: here are the things we are going to do this quarter. It feels like a plan. It has structure. It can even have a Gantt chart. But it has no spine. No single decision that makes all the other decisions easier.
The strategy question is simple to state and hard to answer: who exactly are we for, and why would they pick us over anyone else?
Some businesses have a clear answer. “We’re going after mid-market CFOs who’ve outgrown spreadsheets but aren’t ready for SAP. Everything else is a distraction.” Or: “We stopped trying to sell to everyone and picked one customer. Revenue went up. Stress went down.”
Most don’t. They have a vague sense of direction and a very detailed calendar.
So who actually answers the strategy question in a real business?
In theory, the CEO or founder. In practice, nobody. The CEO is busy. The question is uncomfortable. It has no deadline attached to it. And it requires a level of honesty about the business that’s easier to avoid than to face.
So it gets postponed. Until the last stretch before December, when everyone is already exhausted and just wants to close the year. Or until January, when the calendar is empty, the team is still half-present, and the pressure to “have a plan” finally wins over the reluctance to build one.
Neither is a great moment to answer a hard strategic question.
The answer, when it exists, should come from a combination of people: whoever knows the market, whoever knows the customer, and whoever knows what the business can actually deliver. In most medium businesses, that’s the same two or three people having a conversation they’ve been postponing for months.
And who builds the plan? Marketing.
Here’s the problem: if marketing is also the one answering the strategy question, they’ll answer it in a way that justifies what they already know how to do. The target customer becomes whoever responds best to the channels they’re comfortable with. The positioning becomes whatever sounds good in a brief. The plan follows, and it looks complete, because it has all the right sections.
But the hard question was never really answered. It was just papered over with a calendar.
This isn’t a failure of effort. Most marketing teams work hard. Most business owners care deeply about getting this right.
It’s a failure of sequencing.
The to-do list gets built before the strategic question gets answered. And the
strategic question is uncomfortable enough that it’s easier to skip straight to tactics. Tactics feel productive. Strategy feels like a meeting where you argue
about things you can’t measure.
So you skip it. And you end up with a calendar full of activity and a pipeline
that doesn’t move the way it should.
The businesses that get this right don’t necessarily have bigger budgets or better agencies. They have clarity. They know who they’re not marketing to. They’ve made a positioning decision and they defend it, even when it’s tempting to chase something shinier.
That clarity comes from one place: the CEO or founder sitting down with the right people and actually answering the question. Not delegating it to marketing. Not outsourcing it to an agency. Answering it.
Everything else, the campaigns, the content, the channels, is just execution. Good execution matters. But execution without direction is just expensive noise.
This is what I try to reflect on here. Positioning, competitive intelligence, customer understanding, decision frameworks. The things that go before the to-do list. No jargon. No industry bias (these problems look the same whethe you sell SaaS or sausages). By someone who has been in the room at least several times when these decisions were made, and watched many others struggle to connect the dots.
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Further Reading
- Roger Martin & A.G. Lafley — Playing to Win
- April Dunford — Obviously Awesome
- Clayton Christensen — Competing Against Luck

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