Ten Questions to Ask Before You Publish Anything
By Dean Waye · September 3, 2025
Most marketing goes out before it is ready. Not rough-draft unready — it has been revised, reviewed, approved. Someone in leadership read it and said it sounded good. The design is clean. And then it lands in front of a prospect and nothing happens, because the thing everyone forgot to check was whether any of it was actually about the buyer.
This is not a writing problem. It is a sequencing problem. The team went from brief to draft to launch without ever asking whether the piece could pass a basic test of buyer-centricity. These ten questions are that test. Run them on any page, deck, email, or webinar before you publish, and they will surface every gap that would otherwise cost you leads, pipeline, and time. If you cannot answer them, you are not done writing. You are done drafting.
Question One: Who Is This For?
Not a job title. Not a demographic. A specific person in a specific situation with a specific pressure on them right now. A VP of Sales at a Series B company who just missed her second consecutive quarter is not the same buyer as a VP of Sales at a stable mid-market firm filling in a headcount gap. Same title, completely different message. If you cannot describe who this is written for in a single sentence that includes their context and their current problem, the piece is not ready.
The failure mode here is writing for everyone and landing with no one. Broad targeting feels safe because it seems to exclude fewer people. What it actually does is make each individual reader feel like the message was not meant for them — and they are right. Every piece of marketing needs a substrate: a named audience with a named situation before a single word is written. If you skipped that step, you are publishing for a ghost.
Questions Two and Three: What Are They Worried About, and What Do They Want?
These two questions belong together because most marketing gets them exactly backwards. It leads with the desired future before it acknowledges the negative present. That ordering is comfortable for the seller and alienating for the buyer. The buyer is living in their worry right now. Until you prove you understand where they actually are, they have no reason to believe you know where they could go.
The worry is specific. It is not "inefficiency" or "lack of visibility." It is the conversation a plant manager does not want to have with his operations director after the third unplanned shutdown in six weeks. Write the worry at that level of specificity and then write the want as the direct relief of that exact pressure. The want is downstream of the thing you sell, not the thing itself. Buyers do not want your software. They want to walk into a board meeting with a number they trust. Connect those two explicitly, because buyers will not make that connection on their own.
Question Four: What Changed?
Every strong B2B message is anchored to a shift — something that used to be true and no longer is. The old approach worked, until it didn’t. The market moved, the regulation dropped, the competitor made a move, the customer expectation shifted. When you can name what changed, you give the buyer a reason to act that has nothing to do with your product and everything to do with their reality. It is the difference between "you should consider upgrading your forecasting process" and "the CFO is now asking for monthly rolling forecasts instead of quarterly ones, and your current model was not built for that."
If your marketing cannot answer what changed, it will feel timeless in the worst way. Any company in your category could have published it at any point in the last five years. The message has no trigger. It is not connected to anything happening in the buyer’s world right now. Buyers who are not already actively searching for a solution will read it, feel nothing urgent, and move on. Marketing that could be said by any competitor at any time is not marketing — it is wallpaper.
Question Five: What Is the Cost of Staying Still?
The status quo is your real competitor. Not the other vendors on the shortlist. The default is to do nothing, and the default wins most of the time — not because buyers are lazy, but because doing nothing is safe and doing something is risky. The job of this question is to make the status quo feel less safe than it did before the buyer found you.
The cost of staying still has two dimensions. The external cost is the market consequence: the competitor gaining ground, the compliance window closing, the opportunity narrowing. The internal cost is the personal consequence — the career exposure, the conversation the buyer dreads, the reputation attached to the problem that does not get solved. Both need to be in your marketing. External stakes make the problem feel real. Internal stakes make it feel urgent. Buyers are running a personal risk calculation alongside the business one, and that personal calculation is the one that actually drives decisions. Most B2B marketing names only the external cost. That is why it rarely creates genuine movement.
Questions Six and Seven: What Must They Believe Next, and What Proof Helps That Belief?
Persuasion is not a single leap. It is a sequence of small ones, each requiring the reader to accept one new thing before the next becomes credible. Question six asks you to identify the one belief your buyer needs to hold after reading this specific piece — not after they close, not after onboarding, but after this page or this email or this deck. If it is a cold email, the next belief might simply be: "this company actually understands what I am dealing with." If it is a case study, the belief might be: "this result is achievable in a company like ours." One belief. Named before you write a word.
Question seven asks what specific proof makes that belief available. Not proof in general — proof targeted at this belief, for this reader, at this stage. A SaaS company trying to convince a skeptical CFO that implementation will not crater his team gets there not with a feature list but with a named customer whose team was similar in size and technical maturity and a specific timeline that was actually hit. The proof has to match the doubt. If you are using proof that would convince a different buyer of a different thing, it is not doing the work you need it to do.
Question Eight: What Feeling Blocks Action?
There is always an emotional blocker, and it is almost never the one the marketing team thinks it is. The team thinks the blocker is price, or timing, or feature gaps. The actual blocker is usually some version of fear — fear of looking foolish, fear of repeating a past mistake, fear of the political exposure that comes with championing a new vendor internally. Until you name that feeling and address it directly, your call to action is working against a current you cannot see.
The way to surface this is to ask: what is the buyer remembering right now that is making them hesitate? They bought a tool like this three years ago and it half-worked, and they were the person who vouched for it. They went through an implementation that took twice as long as promised and burned two quarters of their team’s attention. That history is in the room with you whether you acknowledge it or not. Marketing that acknowledges it directly — without immediately arguing against it — gets further than marketing that pretends the buyer is starting fresh. Good marketing makes no one feel less safe. That is a higher bar than most people think it is.
Question Nine: What Next Step Fits Their Readiness?
This question catches more dead-end marketing than any other on the list. A piece designed for early-stage, problem-aware buyers should not be asking for a 60-minute demo. A piece for late-stage, solution-comparing buyers should not be offering a thought leadership PDF. The mismatch between where the buyer is and what you are asking them to do is what creates the gap between traffic and pipeline. The hook opens the door, but the ask has to match the threshold the buyer is willing to cross right now.
Readiness has a ladder. Most buyers are somewhere in the middle — they know they have the problem, they have started thinking about solving it, but they have not committed to a process yet. The right ask for that buyer is a 20-minute call to map the specific gap in their current approach, not a product tour and a pricing discussion. Ask for too much and they disengage. Ask for too little and you leave momentum on the table. The next step is not a formality. It is the last piece of writing in the piece, and it needs to be as considered as the first.
Question Ten: Would They Repeat This to Someone Else?
This is the question that separates marketing that works from marketing that merely functions. A piece that a buyer would repeat to a colleague — unprompted, in their own words — has done something most B2B content never achieves. It has given the reader a mental model, a framing, a phrase that makes their own problem more legible. They forward it. They mention it in a meeting. They use the language you gave them when talking to someone else who has the same problem. Your difference becomes easier for them to explain. Your proof lands faster in their retelling. That is compounding. That is the thing that makes your message work across formats and relationships without you doing any additional work.
The repeatability test also surfaces a useful negative. If the copy sounds impressive but cannot be paraphrased, it is full of category language — "comprehensive," "scalable," "end-to-end," "seamless" — that means something to the writer and nothing to the buyer. Those words feel safe because they are accurate. They feel safe because every competitor uses them. And that is precisely why they fail. When marketing passes this test, buyers repeat your language without realizing it is yours. Salespeople use your copy without rewriting it. Prospects self-identify. The wrong people disqualify themselves. That is not the result of good design. It is the result of answering all ten questions before you published.