Consulting
Curiosity-Led Execution (5-minute read)
Most organizations don’t struggle because they lack solutions—they struggle because they misdiagnose problems. A structured, curiosity-led approach accelerates alignment, reduces rework, and leads to solutions that actually stick.
My Starting Point
I was not a fan of consultants when I first started working with them. Most were arrogant, had limited focus, and viewed problems or goals in isolation. I later learned that the same could be said for salespeople, executives, and more. It had less to do with the role but was more evident when people presented themselves as experts.
Switching to consulting was a tough sell. When I finally accepted a position, I expected to learn proven methodologies from seasoned experts. The lessons learned were not always what I had anticipated.
Many of the senior consultants I worked with had been highly successful early in their careers. But over time, that success calcified into rigid frameworks and default approaches. They weren’t completely wrong—but they weren’t adaptable or as effective as they could have been, either.
It reminded me of the old metaphor: “If the only tool you have is a hammer, everything looks like a nail.”
At one point, I seriously questioned whether consulting was the right fit for me.
Then I stepped back and looked at the best consultants I had worked with—the ones clients trusted and consistently delivered outcomes. I asked a simple question:
What do they do differently?
The answer wasn’t just expertise. It was curiosity, combined with the desire to deliver a positive experience that delivers tangible positive outcomes.
From Depth to Insight
Early in my career, I went deep—sometimes excessively so.
I read dozens of manuals for a relational database system, cover to cover, just to understand how it worked. Then I spent years, while traveling, going through its source code, trying to understand why it worked the way it did.
That effort paid off. I became recognized as an expert for that product, which opened the door to many challenging and exciting consulting engagements.
But it also revealed a limitation: Depth alone doesn’t scale.
What scaled was the mindset that I developed with it:
- Looking beyond surface-level symptoms.
- Viewing problems from a systemic perspective. Understanding how systems interact (not just how they function).
- Asking how and why decisions were made, not just what decisions were made.
I learned to read between the lines—technically and organizationally. To understand not just systems, but the people and processes behind them.
That context is powerful, but difficult to extract—especially quickly.
The Breakthrough: Structured Curiosity
What ultimately worked wasn’t just knowledge. It was a repeatable approach built on three elements:
- Establish credibility
Demonstrate enough expertise early to build confidence. - Lead with curiosity
Ask thoughtful, relevant questions that show genuine interest—not interrogation. - Close the loop
Articulate your understanding back to stakeholders to confirm, refine, or challenge it.
This creates a feedback loop:
Curiosity → Insight → Validation → Alignment
That loop is where trust—and progress—happens.
A Practical Tactic: The “Columbo Technique”
One of the most effective tools I’ve used is commonly called the Columbo Technique.
The idea is simple: Lower defenses by creating psychological safety—and a sense of control.
Instead of pushing for answers, you:
- Ask informed questions
- Make partial observations
- Then, intentionally leave a gap
Something like:
“I might be missing something, but I’m not fully connecting how X impacts Y…”
This does two things:
- Signals humility (reducing resistance)
- Invites correction (which reveals deeper truth)
People tend to open up—not because they’re forced to, but because they want to contribute. They feel safe because you are focused on understanding the situation and solving the problem, and not pointing fingers or assigning blame.
And once that happens, you get access to what actually matters: the “why” behind the “what.”
Applying This in the Real World
This approach works across consulting, sales, and leadership—but only if applied deliberately.
Here’s how to operationalize it:
1. Start Broad Before Going Deep
Don’t jump to solutions. Map the landscape first:
- Stakeholders
- Systems
- Constraints
- History
2. Use Their Language
Mirror terminology and examples. It builds alignment faster than forcing your own framework.
3. Validate Early and Often
Don’t wait until the end to present conclusions. Share evolving understanding:
- “Here’s what I think I’m seeing…”
- “Does this match your experience?”
- “Can you help me identify reasons why this might not work?”
4. Balance Confidence with Curiosity
Too much confidence shuts people down.
Too much curiosity erodes credibility.
The balance is where influence lives.
5. Optimize for Adoption, Not Perfection
The best solution is the one that gets implemented and sustained—not the one that looks best on paper.
A great example of this is at a large insurance company, where I led a successful 18-month redesign and implementation of a common Risk Management System used across three distinct businesses.
Before I came, they spent two years and several million dollars with a Big 5 Consulting company. The output was several 3” binders filled with specifications, definitions, and design documents. It was amazing, but wasn’t implementable. I have seen that far too often on consulting engagements.
A section in the middle of this post describes what happened with that project.
Make It Repeatable with the CLEAR Framework
This is a simple, reusable model that can help anyone new to a company or role.
The C.L.E.A.R. Framework
C — Credibility
- Establish baseline trust quickly.
- Demonstrate you “speak their language.”
L — Learn
- Map systems, stakeholders, constraints, and history.
- Ask high-quality, layered questions.
E — Expose
- Surface gaps, contradictions, hidden dependencies.
- Use techniques like the “Columbo Method.”
A — Align
- Play back understanding.
- Build shared clarity before prescribing.
R — Recommend
- Deliver solutions optimized for adoption and results, not elegance alone.
Why This Matters
When you lead with curiosity, you move faster—not slower.
You avoid rework.
You uncover hidden constraints early.
You gain stakeholder alignment before decisions are locked in.
And occasionally, you can help solve problems that have existed for years—in a matter of weeks—because you’re solving the right problem.
If this sounds interesting and you would like to discuss it further or seek out assistance, contact me here.
Leading Next-Generation Sales Teams: The Mandate for Predictable Revenue
The sales landscape has fundamentally shifted. I keep reading posts and stories about AI replacing sales teams, and it may be for more commodity-type sales, but it will be some time before it replaces Enterprise sales teams. Building relationships and trust is the foundation for an executive to take a risk on your product, especially when it is critical to their success. AI is currently not at that level, and with behavior changing with every key release, building trust with an AI will be challenging for many years to come. But today, AI can be a powerful enablement tool for your team when leveraged correctly.
Your prospects no longer need salespeople for information; they need us for Insight. They have done their research. They expect their time to be an investment, not a discovery exercise. Does your presence and knowledge project confidence and inspire trust? Does the prospect view you as someone interested in helping their business, or just someone trying to close a deal? Impress them, and you could earn the opportunity to dig deeper. Disappoint them, and good luck trying to recover.
Two years ago, I was selling to a Fortune 100 Financial Services company. I understood their business needs, which we easily achieved. We demonstrated that we could take a key manual process that typically took 7 weeks to complete, automate it and maintain full compliance, and complete the task within 10 minutes. The SVP told me his priorities for selecting any new vendor were: 1 – Company Stability; 2 – Relationship with the Vendor; 3 – Product Quality; 4 – Product Value to their business; and 5 – Total Solution cost. Prior to selling their IP, the company fired the sales team, and the remaining execs went in and offered the deal at an even greater discount. It never sold because the executive team did not understand what was important to this buyer. The company had a high-level relationship with the stakeholders, but lacked the trust and credibility that I had built over several months. This is one of the main reasons why I believe AI won’t take over Enterprise Sales anytime soon.
So, how do you get it right?
The question for every CRO or VP of Sales isn’t whether their team is busy, but whether their activity is revenue-focused and leads to predictable and scalable results. There is much money to be made by everyone, but following the same old tired formulas seldom works.
For leaders aiming to build next-generation teams that deliver zero surprises in the forecast, the approach must be recalibrated around three core pillars: Strategic Preparation, High-Agency Coaching, and Outcome Focused Messaging (“context.”) It is much more than cold calling for two hours a day or having 5-10 meetings per week. Things like that are important, but they are just activities if you are not targeting the right companies and people, or if your team blows it once you have found those people. This will be a significant cultural shift for many companies.
Strategic Preparation: From “Discovery” to “Insight”
When a prospect books a meeting, they are giving us one of their most precious assets: time. If we treat that time as a standard discovery call, we set negative expectations, which signals the lack of perspective (the ‘P’ in PIE) and perceived value. This isn’t theory—it’s the PIE framework (Perspective, Insight, Experience) I’ve used to sell large deals, turn around at-risk customers, and scale teams for many years.
The C-Suite Mandate: Accelerate deal velocity by focusing on specific quantifiable impact for your prospects, and increase win rates by targeting identifiable business pain.
- Come with an Understanding of their Market, Changes, and Competition. Before the first call, we must demonstrate that we’ve already invested time in understanding their operational constraints, their competitive pressures, and their budget priorities. The goal is to move the conversation immediately from the tired, “What keeps you up at night?” to “We have seen [problem] with companies in your industry. Is that something you have experienced or have concerns about?”
- Long Discovery Calls or Presentations Typically Won’t Work. Customers are fatigued by generic questions. Every interaction must be purpose-driven and meaningful. If the call runs longer than planned, it must be because the conversation has become mutually valuable, not because we were ill-prepared and just keep talking.
- Discussions Must Be Targeted to the Problems They Are Most Likely Experiencing. This is where we leverage Insight (the ‘I’ in PIE). Use your background and AI to hypothesize the top three pain points before you dial. Our role is to validate these points, quantify the impact, and then introduce a Shared Vision of Success (our solution) anchored by measurable business outcomes.
Player-Coach: Enhancing Team Capabilities, Not Just Motivating Activity
If you are a sales leader who only focuses on closing your team’s most challenging deals, you are creating a dependency, not a capability. A Player-Coach must be accountable for the team’s numbers and its health.
The C-Suite Mandate: Drive organic growth by building repeatable processes and cultivating high-agency talent.
- Not a One Size Fits All Proposition. True coaching is not a template. It requires a methodical but human approach to diagnostics. That takes time, effort, and a genuine desire to help people grow.
- Identify Skills Gaps and Tailor Efforts. Test skills, identify gaps, and then create targeted efforts around building skills that address someone’s specific deficiencies. This personalized attention is how we build the high-performance culture and accountability required to sustain long-term success.
- Leverage the Team – Role Playing and Team Reviews. We must create a culture where knowledge sharing and feedback loops are the norm. Leverage team reviews and structured role-playing to sharpen execution. This is how we transform luck into a predictable process.
Give teams the latitude to adjust their messaging and test approaches. Adapt messaging to business trends, changes in the competitive landscape, and changing terminology. Then, have your team share their experiences and findings (good and bad) with the team to review, provide feedback, and refine. Structured agility helps your team maintain its competitive edge.
The Leadership Mandate: Context Over Content
We are past the hype cycle of AI. The C-Suite doesn’t care about the tool; they care about the ROI and the risk of poor execution. As leaders, we cannot just hand our teams a login and say, “Go use AI.” That’s a recipe for chaos and a quick erosion of professional credibility. We must lead by example.
We need to teach our teams that AI generates content, but humans generate context.
- Do use AI to deepen your understanding of the prospect’s industry so you can become a true consultant. Use the technology to gain understanding and market intelligence and tie it to your Experience (the ‘E’ in PIE) as preparation before any call.
- Don’t use AI to automate a thousand bad emails. Mass communication is cheap; individualized insight is priceless.
- Do use AI to research the one hundred prospects that actually matter. Focused efforts yield significantly better results.
- Don’t use AI to fake expertise. This leads to the quick death of credibility, as any good consultant will tell you.
The “Million Dollar Deal“ isn’t won by a bot. It’s won by a human who understands the nuances of the prospect’s business, builds trust, and navigates the internal structure and politics. AI is simply the tool that clears the path so you can do that work faster and with better data. AI is leverage, not a crutch.
Call to Action: Are You Building a Team or a Capability?
The next-generation sales leader understands that customer success is at the heart of everything we do. We win when they succeed. Your most valuable asset isn’t your pipeline—it’s the predictable capability of the individuals on your team. Consistently doing the right things is critical to success.
The challenge for every business leader today is this: Are you enabling your teams to sell like consultants, or are you still measuring them (and driving their behavior) on activity-based metrics? Focus on building intelligent and creative teams that deliver consistent results with zero surprises. It doesn’t happen overnight, but it is an investment in your future success.
Let’s discuss how we can implement the PIE framework and position your team to deliver scalable, organic growth in your organization.
Lessons Learned from GTM Consulting
For the past two years, I have performed part-time, contract go-to-market consulting. My wife had a surgery that had gone wrong 18 months ago, so I needed something that would allow me to take care of her, stay sharp, earn money, and help companies grow.
Most of the work was with small to midsize companies, but the problems and needs mirrored what I have encountered at larger companies. The main difference is that large companies tend to look to software to address problems. In contrast, smaller companies lack the budget for what they view as an unproven solution that increases complexity.
Here are my Top 5 findings:
- GTM plans are often developed at the highest levels, often in isolation, without market testing and validation.
- Sales teams are pitted against one another, rather than working together to help everyone achieve more (i.e., “A rising tide lifts all boats.”)
- Sales teams are focused on selling features rather than solving business problems.
- CRMs are not consistently used and often reflect idealized fiction rather than reality.
- Sales management and teams are not leveraging AI to help focus their efforts.
Here are the related Lessons Learned:
- Identifying common business problems and describing how your product or service solves them should be the foundation of the plan. Perform market analysis. How do companies describe those problems? Their terminology, often found in job ads, can help create effective messaging that resonates. Work to become the natural fit for what your prospects are seeking.
- Individual contributors get paid to win, but sales management needs to create incentives for collaborative efforts that lead to wins.
- For one company, I convinced them to implement a 2% SPIV (like a SPIFF, but team-focused) for every team member who actively contributed to team improvement. SPIV payments were quarterly, and there was a running total so the team could see the fund growth. Initial indications of a positive impact are good.
- Another benefit of collaboration is that it helps teams focus on approaches that work due to ongoing testing and refinement. Collaboration also helps teams focus on a more accurate ICP (ideal customer profile). Sales management can then feed their findings back to Marketing to improve and tailor their efforts.
- Selling is a byproduct of problem-solving. You can’t solve problems if you don’t know what they are. Every interaction with a prospect should focus on gathering information, building trust and relationships, and leveraging prior interactions to demonstrate that your solution will solve their problem and ease their pain.
- CRMs often either lack information or are full of wishful thinking. They focus on activities, and not progress and next steps. Using MEDDIC/MEDPICC as a foundation for reporting is a much better start. Sales managers need to independently validate the information to ensure their teams are being upfront and honest. Trust, coaching, and collaboration work together for the win.
- AI is not a panacea, but it is very effective for research, market validation, prospecting, and meeting preparation. Going in prepared builds respect and credibility, saves time, and lets you quickly qualify prospects in or out. There may be a nurturing program for some of the prospects qualified out for immediate deals, but your time is valuable, and you will go hungry chasing deals you can’t close.
So, what are your thoughts? Have you seen some of these problems yourself? How did you handle them? Let me know in the comments below.
And if you are looking for a Consultant to help your business grow or someone who can add immediate value to your team, then contact me.
Getting your Piece of the PIE
Whether you are selling, consulting, or managing, there is a foundational approach that has consistently helped me succeed. I call it PIE – an acronym that stands for Perspective, Insight, and Experience. When applied effectively, these three elements provide a robust framework for solving problems, winning clients, and leading teams to remarkable outcomes.
Over the years, I’ve taught this methodology to my teams, and it’s been a critical driver of their success. While I usually reserve it for a small circle, I believe it’s time to share it more broadly.
As an aside, years ago, I wrote a post about some of the negative aspects of the “reckless” application of PIE.
Perspective – Broaden Your View to Stand Out:
To truly differentiate yourself in any field, you need to develop a broad and informed perspective. This involves understanding the larger environment in which you operate: the market, competitive landscape, customer needs, technological advances, and regulatory shifts. A dynamic perspective evolves as you gain new experiences and encounter different approaches to solving similar problems across other businesses or industries.
This requires a broad understanding of the environment, market, competitive landscape, legal and technological changes, and more. It also grows and changes as you experience new and different things—especially when different approaches to similar problems are taken. It is how you start to stand out in the eyes of your prospects, customers, and team.
Earlier in my career, I taught technical courses. Two or three people usually stood out. At least one wanted to prove they were better and smarter, and usually, one discussed strange approaches to solving problems. When digging into those strange approaches, you would often identify something creative and brilliant coming from a different perspective on the problem. Curiosity and a desire to improve drive innovation.
In business, perspective becomes your differentiator. When you can see things from a broader, more holistic viewpoint, you position yourself as someone who can offer more than just solutions—you offer foresight, adaptability, and creativity. You become the lighthouse that guides your clients around tricky situations and to a better destination.
How to Apply This:
- Stay informed about industry trends, not just within your niche but across related sectors.
- Engage with diverse thinkers, challenge your assumptions, and be open to unconventional ideas.
- Regularly reassess your strategies in light of new information or shifts in the business environment.
Here is a post that discusses perspective as the starting point.
Insight – The Power of Seeing What Others Don’t:
Insight is one of the most valuable assets you can bring to any business interaction. Too often, people are trapped by existing tools, processes, and perceived constraints. Insight allows you to pierce through these limitations and identify opportunities for improvement that others miss.
Here’s where perspective plays a role in insight: the broader your view, the better your ability to generate actionable insights that can transform a business. My most successful deals and projects were not won because I followed the status quo—they were won because I brought fresh ideas to the table. By reframing the problem and presenting a path to a better solution, I created value that competitors cannot match.
How to Apply This:
- Question assumptions and typical approaches. Ask yourself, “Is this really the best way to solve the problem?”
- Look for inefficiencies, bottlenecks, and areas of waste in processes. These are often hidden opportunities for innovation.
- When engaging with clients or teams, offer insights that reframe their challenges and provide a path to improved outcomes by initially focusing on the “what” instead of the “how.”
Here’s a post that delves deeper into insightfulness.
Experience – The Foundation of Wisdom and Credibility:
Experience is the foundation that supports both perspective and insight. It’s the repository of lessons learned—both successes and failures—that shape your approach to problem-solving and innovation. The more varied and in-depth your experience, the better equipped you are to offer valuable insights and strategies.
Consulting, in particular, is fertile ground for gaining diverse experience. By working with multiple clients across industries, you gain exposure to a wide array of challenges and solutions. In sales, this experience translates into powerful stories that illustrate your ability to help clients achieve better outcomes. The more experience you accumulate, the more confident you’ll become in your ability to deliver meaningful results through transferable competence (taking skills and lessons learned from one domain and applying them to another).
How to Apply This:
- Reflect on your past experiences—what worked, what didn’t, and why. Use these lessons to guide future decisions.
- Build case studies from your experiences to demonstrate your expertise and credibility when engaging with clients or stakeholders.
- Continuously seek out new challenges that stretch your capabilities and expand your knowledge base.
As Albert Einstein wisely said, “The only source of knowledge is experience. You need experience to gain wisdom.” But it’s not just about accumulating experiences—it’s about leveraging them. Your past successes build confidence in your abilities, while your failures provide invaluable lessons that help you avoid costly mistakes in the future.
Never Panic!
Panic is not a good problem-solving tool, regardless of your position or role. It is especially bad when you are in charge of people or brought in for your expertise. Panic leads to a myopic view of the problem, hindering creativity.
The point in my career when this became readily apparent was when I was working for a small software company. We had a new product (Warehouse Management System) and were launching our third deployment. This one was more complicated than the rest because it was for a pharmaceutical company. In addition to requirements like refrigeration and lot control, there was a mix of FDA-controlled items requiring various forms of auditing and security and storage areas significantly smaller than previous installations. It was a challenge, to be sure.
A critical component, “Location Search,” failed during this implementation. About 10-12 people were in the “war room” when my boss, the VP of Development, began to panic. He was extremely talented and normally did an excellent job, but his reaction negatively affected the others in the room. The mood quickly worsened.
I jumped in and took over because I did not want to be stuck there all weekend and mostly because I wanted this implementation to succeed. I asked my boss to go out and get a bunch of pizzas. Next, I organized a short meeting to review what we knew and what was different from our prior tests and asked for speculation about the root cause of this problem. The team came up with two potential causes and one potential workaround. Everyone was organized into three teams, and we began attacking each item independently and in parallel.
We identified the root cause, which led to an ideal fix a few days later and a workaround that allowed us to finish the user acceptance testing and go live the following day. A change in mindset fostered the collaboration and problem-solving needed to move forward.
But this isn’t just limited to groups. I was a consultant at a large insurance company on a team redesigning their Risk Management system. We were using new software and wanted to be sure that the proper environment variables were set during the Unix login process for this new system. I volunteered to create an external function executed as part of the login process. Trying to maintain clean code, I had an “exit” at the end of the function. It worked well during testing, but once it was placed into production, the function immediately logged people out as they attempted to log into the system.
As you can imagine, I had a sinking feeling in my gut. How could I have missed this? This was a newer system deployed just for this risk management application, so no other privileged users were logged in at the time. Then, I remembered reading about a Unix “worm” that used FTP to infiltrate systems. The article stated that FTP bypassed the standard login process. This allowed me to FTP into the system and then delete the offending function. In less than 5 minutes, everything was back to normal.
A related lesson learned was to make key people aware of what happened, noting that the problem had been resolved and that there was no lasting damage. Hiding mistakes kills careers. Then, we created a “Lessons Learned” log, with this as the first entry, to foster the idea of sharing mistakes to avoid them in the future. Understanding that mistakes can happen to anyone is a good way to get people to plan better and keep them from panicking when problems occur.
Staying calm and focused on resolving the problem is a much better approach than worrying about blame and the implications of those actions. And most people appreciate the honesty.
As the novelist James Lane Allen stated, “Adversity does not build character; it reveals it.”
Where Ideas, Experiences, and Lessons Learned Intersect 