The Skyp Newsletter
Insights, tips, and strategies for modern AI-powered outreach and sales automation
Insights, tips, and strategies for modern AI-powered outreach and sales automation
The buyer did their research. Did your sales process catch up?
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Most enterprise sales processes were designed around a core assumption: that the seller has information the buyer doesn't.
You had the pricing. You had the case studies. You had the product knowledge. Discovery was how you extracted enough context to deploy that information strategically. The demo was how you revealed value. The proposal was the moment things got real.
That assumption is gone.
Today's buyer has read your G2 reviews, your competitor's positioning page, three LinkedIn posts from your last customer, and a Reddit thread where someone described your implementation process in detail — before they ever accepted a meeting request.
By the time they get on a call with your rep, they're not at the beginning of a buying process. They're somewhere in the middle of one. They have a shortlist. They have objections they haven't voiced. They have an internal narrative about what they're looking for and why the last thing they tried didn't work.
And your sales process is still treating them like they just walked in cold.
What the modern buying journey actually looks like
The research is consistent: somewhere between 60 and 80 percent of the buying journey happens before a buyer engages with a seller. That number has been climbing for years and shows no sign of reversing.
But the more important shift isn't quantitative — it's qualitative.
Buyers aren't just more informed. They're more opinionated. They've formed views. They've diagnosed their own problem, decided what kind of solution makes sense, and built an internal case for why change is necessary. By the time they raise their hand, they're not shopping. They're validating.
The question they're bringing to your sales process isn't "what does this do?" It's "is this the right choice, and can I defend it internally?"
A process designed for the first question will fail the second one every time.
The audit: five places your process is out of sync
1. Discovery that asks what buyers already know
"Tell me about your current process." "What tools are you using today?" "What are your biggest challenges?"
These questions were designed to gather information. But the informed buyer experiences them as a signal that you didn't prepare — and that you're about to give them a generic pitch based on answers they've given a dozen times before.
The shift: discovery should surface what you don't know, not confirm what you do. That means coming in with a hypothesis about their situation and using the conversation to test it. You learn more from a buyer who corrects your assumptions than from one who answers your intake questions.
2. Demos that show everything
The standard enterprise demo is a tour. Here's the dashboard. Here's the reporting. Here's the integration. Here's the thing that makes us different.
Buyers who've already done their research don't need a tour. They need to see the specific thing that answers the specific question they came with — and they need to see it fast.
A 45-minute product walkthrough signals that you don't know what actually matters to this buyer. A 15-minute focused demo that goes deep on one thing signals that you do.
3. Proposals that arrive too late
In a traditional sales process, the proposal is a milestone. You've done discovery, run the demo, qualified the opportunity — now you put something formal together.
By the time a modern buyer receives a proposal built this way, their internal conversation has often already moved somewhere else. Stakeholders have formed opinions. The champion has fielded objections without ammunition. The window when your framing could have shaped the internal narrative has closed.
The shift: the proposal isn't a document you send after the conversation. It's a tool you build with the champion during it — so they have something to take into rooms you'll never be in.
4. Objection handling that treats objections as obstacles
Most sales training teaches reps to overcome objections. Push back. Reframe. Find the counter.
But in a deal where the buyer is already 70% through their process, most objections aren't hesitation. They're signals — about what the internal conversation looks like, who the skeptics are, and what the real decision criteria are.
A rep who treats every objection as something to overcome will miss the information it contains. A rep who treats it as a question about the buyer's internal situation will use it to advance the deal.
5. Closing motions built around your timeline
End-of-quarter pressure. Discount windows. "I need to know by Friday."
These tactics were never great. Applied to a buyer who's done their research and knows their own evaluation timeline, they're actively counterproductive. They signal that you're optimising for your number, not their decision.
The modern close isn't a push. It's a removal of risk — making it easy for the buyer to say yes in a way they can defend internally, at the point in their process when they're ready to.
What a rebuilt process looks like
The underlying logic of a modern enterprise sales process isn't fundamentally different. You still need to understand the buyer's situation, demonstrate value, build a case for change, and create conditions for a decision. None of that has changed.
What's changed is the sequence and the stance.
Old sequence: seller leads, buyer follows. New sequence: buyer is already moving, seller joins and accelerates.
Old stance: information advantage. New stance: judgment advantage.
The rep who wins isn't the one who knows the most about the product. It's the one who understands the buyer's internal dynamics better than the buyer does — who can map the stakeholders, anticipate the objections, and help the champion navigate a process that was always going to happen with or without them.
What this means for sales leaders
The process changes are tactical. The management changes are harder.
If your reps are being measured on activity — calls made, emails sent, demos booked — you're incentivising the old model. A rep who spends three hours mapping a buying committee and preparing a hypothesis-driven discovery call will always lose that metric to a rep who ran seven generic intros.
Rebuilding the process means rebuilding what you measure. That means fewer deals in the funnel that are real, rather than more deals that aren't. It means coaching reps on buyer psychology, not just product knowledge. It means defining what good looks like at each stage based on buyer behaviour, not seller activity.
It's a harder management job. But it's the one the market is asking for.
Where Skyp fits
Skyp is built for sales teams that have already accepted this shift.
When your outreach is built around a specific trigger, a specific moment in the buyer's world, and a message that speaks to where they already are — you're not starting a conversation. You're joining one that's already in progress.
That's the only kind of outreach a modern informed buyer actually responds to. And it's the only kind that makes the rest of your sales process easier.
Because if the first conversation starts right, every conversation after it is playing catch-up to a deal that already has momentum.
Alexander Shartsis
Writing about go-to-market strategy, cold email, and AI-powered outreach for the Skyp GTM Newsletter. Published every week for B2B founders and sales leaders who want to build pipeline without hiring an army of SDRs.
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