It's Not Just the First Meeting. The Process Is Broken.

Here's Why Last time I wrote about the fifth rep — the one seller out of five who earns a second conversation by guiding instead of pitching. But here's what keeps nagging at me: fixing first meetings won't fix your number. The first meeting failure is a symptom. The real issue is the system behind it. The Whole Chain Is Pointed the Wrong Way Think about the last pipeline review you sat through. What questions got asked? What stage is this? When does it close? Did they see the demo? Next steps? These are the questions that build your forecast — the number you commit upward, the number you never want to explain. So the pipeline review focuses on what makes the forecast feel solid: stage, next steps, close date, verbal commits, whether the rep is texting with the CFO. But here's what nobody asked: How will this customer benefit from what we're proposing? Who influences this decision and what do they care about? What happens to their business if they don't act? Is our rep connecting with these people — or running a process at them? When was the last time a manager asked a rep, "What is this buyer afraid of?" Not what objections they raised. What they're actually afraid of — the career risk, the political exposure, the possibility they'll champion this deal and it blows up in their face. This isn't soft thinking. Both sellers and buyers believe B2B purchasing is a rational process — collect data, analyze options, select the best one. Research from Google and CEB tells a different story: B2B buyers are actually more emotionally driven than B2C consumers. But they don't know it — and neither do your reps. So your reps address the rational concerns, because that's what buyers say matters. Meanwhile the deal is actually being won or lost on fear, trust, and confidence. None of which show up in the scorecard. That question doesn't come up. Not because managers don't care. Because nothing in the system prepares them to ask. And it's not just inspection. Enablement builds product experts — certifications, demo bootcamps, battlecards. Coaching centers on demos, objection handling, and positioning. Pipeline reviews track activity and deal mechanics. Enablement, coaching, and inspection all reinforce the same product-centric muscle. And then we wonder why reps show up and pitch. There's a deeper issue: the entire sales process is managed inside-out. Every question, every inspection, every coaching conversation is about what we're doing to the buyer. Did we demo? Did we send the proposal? Did we get the next meeting? None of it asks what's going on with the buyer — how their decision process is going, what they need from us, whether they're any closer to the confidence they need to say yes. I saw this on a deal I coached two years ago. Enterprise software, big logo, enthusiastic champion at headquarters. Every pipeline review looked great — demos completed, proposal sent, next steps confirmed. It was in the forecast as a commit. What nobody asked was whether the division leaders who'd actually use the platform were on board. They weren't — and nobody on our side had done the work to understand their world. The deal died. Not because we lost to a competitor. Because we were managing our process instead of understanding their decision. The dashboard said green. The reality was red. And someone had to explain why a committed deal just evaporated. It was a painful loss my coaching client still agonizes over. And frankly, I do too! We were both blindsided by the lack of support in the secondary divisions. We thoughtthat our champion at HQ had the ability to mandate. He didn't. Trust but verify. Or as Don Jose Ruiz says "Be skeptical. But be open." Traditional sales methodology drives the focus on inside-out selling, sales management and leadership. It dictates how you enable, how you coach, how you inspect — and what it dictates is inside-out. What's missing are the value selling components — the foundation of the Acelera Group Value Selling Framework — that flip the lens: the components that cause buyers to engage, to trust, to share what happens if they fail or succeed. Without them, the methodology produces reps who can present but can't connect, who can demo but can't discover, who can pitch but can't listen.

Where is Your System Breaking Down? The problem shows up differently in every organization. Five questions to find where it's breaking down in yours: What are we actually enabling? Product training — or the ability to understand a buyer's situation well enough to be useful in the first five minutes? Buyers already have the product information. What they need is someone who can help them think. What are our coaching conversations really about? Demo execution and next steps — or whether our rep knows how this customer will benefit and what they're risking to get there? What are we really inspecting? Stage and close date — or whether a rep has mapped the influence network, built a real champion, and can articulate the buyer's problem back to them? We're inspecting the dashboard. The deal is happening somewhere else. What does our culture reward? The big close — or the rep who did the hard research, had the real conversation, and walked away from a bad-fit deal? Culture governs what reps do when nobody's watching. Are leadership and enablement pulling in the same direction? Enablement teams often know what reps need but lack the air cover to deliver it. When leadership defines "ready" as "knows the product" and enablement knows it should mean "understands the buyer," that gap becomes the gap reps carry into every meeting. Oh, and a bonus question -- what muscle memory are we building/reinforcing in role play? Sorry...that's not fair...most tech sales organizations don't bother to conduct role plays...or deliberate practice as I prefer to call it.  Most organizations can't answer "the right thing" on all five. That's not a failure — it's a diagnosis. Once you see where the system is misaligned, you can start fixing it. When all five point toward the buyer, "together we win" stops being a slogan and starts being how deals actually get done. See What This Looks Like in a Real Deal I'm building this out in a book called Together We Win and sharing draft chapters as I go. The full book will be available later this year. The first chapter — The Fifth Rep — puts you in the room where the system breaks down. Fair warning: your next pipeline review might feel different after you read it. Read Chapter 1: The Second Meeting Tell me where I'm wrong. I mean it! — Lee

108 Selling Days Left in 2023!

With the end of the year fast approaching, now would be an excellent time to review the influence map with the team for each important deal and to take action now on your learnings.

• Have all the decision makers and stakeholders been identified?
• Have all the influencers been identified, including partners and service providers (the answer is always no!)
• For each of these individuals, how strong is the relationship? What direction is the relationship moving -- getting better, staying the same, getting worse?
• Who can say no...and why?
• When was the last time you significantly engaged with each of the important players on your influence map?
• What is your plan for improving relationships where necessary and getting commitments from each of those stakeholders and decision makers?
• If there is an incumbent to be displaced, what does their influence map look like and how much overlap is there with yours?
• What are your coaches telling you now?

The influence map is a key tool to help de-risk opportunities. If you leverage the influence map as part of your engagement and pursuit process, you are winning at a 20 to 40% higher rate and seldom, if ever, need to discount at the eleventh hour to close/win deals.

And if you aren't yet using influence maps, and would like assistance in implementing them, let me know!

While powerful, the influence map is just one part of a professional enterprise selling toolkit. I'll cover additional high value tools in coming days.

 

Thanks,

 

Lee

Are Your Numbers Down?

Our numbers are down, can you help?

Many conversations with new clients typically start with this statement. Those numbers may include close rates, pipeline coverage, quota attainment, deal size, deal profitability, share of wallet, renewal rates, customer satisfaction, even sales rep retention rates.

In my experience, the problem is rarely sales skills or fundamental product issues. Almost always, the decline in sales results is driven by one of two critical issues:

• Sales people do not align with critical business issues when they first engage with their prospects. Instead, they are unconsciously positioning for a features & benefits slugfest with their competition. These top of funnel activities drive mediocre conversion rates (second meeting, third meeting, etc.), limit access to other key stakeholders and ultimately leads to the downward spiral of “who’s willing to sell more cheaply.”
• Sales people do not have the resources to be successful, including alignment with the buyer’s journey created/curated by marketing, business value analysis resources, detailed customer implementation stories, or the training & background to effectively engage in business value discussions. Sometimes they simply need more time to prepare (less administrative load) or more/better/targeted sales coaching from their manager.

In conducting root cause analysis to identify the source(s) of the problem, we work closely with the sales operations team. Sales operations has access to all of the data necessary — extensive sales metrics, personnel information, customer demographics/firmagraphics — that tell the story of success versus failure. This analysis helps to build a map of effective pursuit strategies and detailed profiles of “good” versus “bad” prospects & customers.

With the results of the data analysis, we then take a look at sales enablement practices. Typically we find gaps where the data shows weak or declining conversion rates. Occasionally this is driven by external market forces — new competitors coming into the market, customers shifting internal strategies or structural (economic) factors.

More often, we simply find a disconnect between need and investment, as many (perhaps most) sales enablement investments are focused on addressing symptoms rather than root cause.

Fixing the Symptoms

I recently spoke with executives at a fast-growing midmarket cloud security company. In a quest for continued growth, they initiated a focus on enterprise accounts…and ran into a more mature, educated, complex set of buyers. As a result, their enterprise deal close rates are lower and less profitable than midmarket. Their initial response was to seek help with negotiating skills. But lack of good negotiating skills isn’t their primary problem…they weren’t establishing business value with the right set of stake holders in the early stages of conversation.

And their sales metrics reflect the difference:

• Higher conversion rates and velocity at top of funnel for midmarket versus enterprise
• Lower connection with C-level enterprise executives
• Lower access to VPs, directors, perhaps even managers for mid-pursuit discovery in enterprise accounts

Improved negotiating skills won’t fix their weak value foundation. They must address the fundamental problem — modifying their engagement approach for enterprise customers. And when they do so, they will also see an uptick in results for an increasing portion of their midmarket customers as the market matures.

Fixing the Problem

We’re in the early stages of a sales productivity project for a large technology vendor. Analysis of their quarterly earnings reports provides early indicators of the problem:

• Declining product revenue
• Declining service renewal rates
• Fundamental changes in their market (which they’ve helped to drive)

When we dig into their SFA data, I expect to find declining engagement and conversion rates at the top of the funnel. I also expect to find higher levels of success with certain types of customers — those who purchase “as a service” more frequently. This analysis will help to identify the specific changes needed in their existing sales enablement processes.

Win/Loss Analysis…Why Bother?

Interestingly, few companies leverage win/loss analysis to help identify the problem(s). It seems there’s little appetite for understanding why a specific company said “no.” Yet an understanding of what went wrong during the engagement can provide tremendous insight into how to fix the problem!

And if done properly, the information has the weight of statistics to help ensure appropriate investment to solve the problem.

The issue of sales productivity has many levers…and knowing which levers to push is not easy. It takes both a strategic approach and good pattern matching abilities.


Thanks!