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How to Find Gaps With a Sales Skills Assessment
Why You Need a Sales Skills Assessment When did you last assess your sales team’s strengths and weaknesses? Not whether they hit quota. Not whether they have pipeline. Whether they have and can apply the specific skills needed to be successful. For most revenue leaders, the honest answer is not recently, if ever. They need a way to uncover gaps before they show up in business results. What Is a Sales Skills Assessment? A sales skills assessment is a structured evaluation of a salesperson’s competencies across the full range of behaviors that drive revenue, from attitude and mindset to tactical selling skills to how consistently they execute. It replaces gut feel and anecdotal manager feedback with a clear, scored picture of where each rep stands and what needs to change. When building or scaling a revenue team, it answers a question that pipeline data can’t: Do we have the right people doing the right things the right way? And where can our existing team grow? What Pipeline Data Alone Won’t Tell You Most GTM leaders rely on outcomes such as closed revenue, win rates, average deal size, and pipeline coverage to evaluate their teams. These are lagging indicators. By the time a skill gap surfaces in your metrics, it has already cost you deals. The more dangerous problem is self-perception. Salespeople tend to rate themselves higher than they perform, especially in areas like relationship management and strategic selling, where the definition of good is fuzzy. Without an objective framework, managers are coaching to perception, not reality. And hiring decisions get made on interviews and intuition rather than evidence. A structured assessment changes that. It creates a baseline that makes every coaching conversation, hiring decision, and team-design choice easier to make and to defend. The 4 Dimensions of a Sales Assessment Our people and training assessment at Brickwork evaluates reps across four dimensions, each scored on a 1–5 scale, where 5 represents mastery of the skill or competency. Together, they give GTM leaders a full picture not just of what reps know but of whether they show up and execute. 1. Attitude This is the foundation. No amount of skill development helps a rep who isn’t coachable, doesn’t believe in what they’re selling, or folds under pressure. Attitude competencies include: Coachable: Receptive to critical feedback and willing to adjust behavior based on it All In/Adheres to Company Values: Genuinely believes in the company’s mission, not just going through the motions Passionate: Displays real enthusiasm for the product and inspires that in buyers Resilient: Stays composed through rejection and adversity; bounces back without a performance hit Competitive: Has a genuine desire to win, not just to participate Customer Loyalty/Customer Service: Acts with the client’s interest in mind, not just their own number 2. Skills The core selling competencies. This is where most pipeline gaps originate: Pre-Call Preparation: Does the rep arrive with a plan or improvise? Client Development: Are they expanding existing accounts or staying comfortable with the initial contact? Communication: Can they deliver a clear, compelling message and champion the opportunity internally? Relationship Development: Are they building trust and retention, or just staying visible? Client Strategy: Do they understand what the client is trying to achieve at a business level and position accordingly? 3. Activity Skill without consistent execution is just potential. This dimension looks at whether reps are doing enough of the right things repeatedly. Prospecting: Are they actively hunting new business through multiple methods? Proposal Activity: Do they generate enough proposals to sustain pipeline? Sales Calls: Are they in front of enough buyers often enough? Follow-Up: Do they stay disciplined about re-engaging? Networking: Are they building a referral and lead ecosystem beyond the CRM? 4. Knowledge Even the most motivated rep can’t win without the right context: Product: Deep understanding of what they’re selling and how it delivers value Market/Industry: Fluency in the buyer’s world, trends, and pressures Competition: Understanding who the customer buys from, who you’re up against, and how to sell on value instead of price The Micro-Topics That Make Coaching Actionable Broad dimension scores tell you where to look. Micro-topics provide hyper-specific areas, challenges, or best practices your team needs guidance on. Brickwork’s assessments pull out these topics from the results, so you see exactly what to fix and how to make measurable improvements. Here are some micro-topics that surface most often as gaps: Active Listening When a rep isn’t truly listening, they miss buying signals, misread objections, and pitch solutions to problems the customer never confirmed. Active listening is the foundation for rapport, trust, and every conversation that follows. Asking the Best Questions Reps who don’t ask the right open-ended questions to surface symptoms rather than root causes and propose solutions that don’t stick. This micro-topic builds the questioning framework that helps buyers articulate what they care about most. Sales Cadence and Contact Management Most reps know they should follow up; they just don’t have a structured system for doing it consistently. A strong cadence balances calls, voicemails, social touches, and email in a sequence that keeps opportunities moving instead of going cold. Elevator Pitches and Value Propositions When reps can’t quickly articulate why a prospect should care, they lose the room before the conversation starts. This module addresses both the elevator pitch and the value proposition, with practice on real buyer personas. Presentations: The Do’s and Don’ts Most reps walk through slides rather than lead a conversation. Coaching includes live delivery practice against a real company deck, scored on confidence, opening and closing statements, and overall impact. Social Selling/LinkedIn LinkedIn is a pre-call planning tool as much as a prospecting channel, and reps who use it strategically show up to client conversations with more context and credibility. This gap compounds, as reps can steadily lose ground to competitors who show up consistently on social media. Objection Handling Reps need to uncover what’s actually behind the objection before attempting to address it. A rep who hears “we don’t have budget” and pivots immediately to pricing has misread the situation. Coaching focuses on curiosity-first responses that surface the real blocker. From Assessment to GTM Decision-Making The real value of a skills assessment isn’t the scores but rather what the scores enable. For GTM leaders, that means: Smarter hiring. When you know what mastery looks like across your best performers, you can interview against a trusted standard. Assessment data from your existing team defines the profile you’re hiring for. Faster onboarding. New reps have known gaps before they start. An assessment in the first 30 days surfaces those gaps early, so you’re not waiting 90 days to realize someone needs help with prospecting. Targeted development. Group coaching raises the floor. Individual coaching raises the ceiling. Assessment data tells you exactly what each rep needs so that development is specific, and your managers’ time goes where it will have the most impact. Honest team design conversations. Sometimes an assessment confirms that a role, a territory, or a coverage model needs to change, not just the rep in it. That’s a harder conversation, but it’s the right one. The Bottom Line Missed pipeline targets don’t start at the end of the quarter. They start weeks or months earlier in calls that weren’t planned, questions that weren’t asked, or follow-ups that never happened. A sales skills assessment gives GTM leaders the visibility to get ahead of that by knowing specifically, measurably, and early enough to do something about it.
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How GTM Strategy Consulting Accelerates Revenue
The Gap Between GTM Strategy and Reality Somewhere between building a go-to-market strategy and running one, alignment quietly breaks down. Roles shift. Markets change. New people join with different ideas. A service expands into a new segment and the coverage model doesn’t quite follow. By the time issues show up in the numbers, they’ve usually been slowing things down for a while. That’s the nature of GTM misalignment: it’s gradual and hard to see from the inside. What it looks like is a pipeline that moves slower than it should, a team working harder than the results justify, and leadership conversations that keep circling the same unresolved topics. How Does GTM Strategy Consulting Help? GTM strategy consulting diagnoses and redesigns how a company brings services and products to market. It spans your ideal customer profile (ICP), revenue model, organizational structure, talent fit, as well as alignment between marketing, sales, and customer success. Rather than optimizing individual functions in isolation, it addresses the connections between them. The result is a prioritized roadmap that tells leadership not just what to fix but where to focus first. The best GTM advisors don’t just hand you a report and leave. They stay involved to consult, advise, and execute the recommendations. Why Misalignment Is So Easy to Miss Organizations evolve faster than most structures do. A new service launch, an acquisition, or a leadership change can shift roles and responsibilities overnight. Teams adapt, but over time, the extra effort required to keep up starts to show. Common signs that GTM misalignment is costing you revenue include: The same issues keep resurfacing in leadership meetings Performance looks acceptable on paper, but the effort feels harder than it should Roles and responsibilities have shifted faster than people have adjusted Collaboration between marketing, sales, and customer success feels strained or inconsistent Pipeline and actual sales are beginning to shift downward These patterns are hard to see from inside the business. That’s where an experienced advisor adds value by identifying where alignment is slipping and what it’s actually costing you. Putting the Right People in the Right Roles One of the most overlooked areas in go-to-market performance is talent fit. Even high-performing people can struggle when their roles don’t match their strengths. When that misalignment compounds across a team, it shows up in slower pipelines, inconsistent deal movement, and harder-than-necessary execution. What an Advisory-Led Assessment Uncovers The assessment starts by evaluating how your people, structure, and strategy work together. Advisors meet with leaders and teams, review org charts, compensation plans, hiring profiles, and enablement content. Then they layer in behavioral assessments that reveal how people lead, communicate, and respond under pressure. These insights explain the why behind performance patterns that numbers alone can’t show. And because the focus goes beyond a general organizational audit, the recommendations go deep on people, process, and technology in the places that move revenue. The 5 Areas Where Realignment Drives Results 1. Role Fit By comparing individuals and teams against high-performer benchmarks, advisors identify natural strengths and responsibility gaps. That might mean promoting overlooked contributors, shifting skilled sellers back to field-facing roles, or reassigning managers to positions where their leadership style creates greater leverage. 2. Structure Recommendations often include territory updates, redefined responsibilities, or teams realigned around new customer segments. For businesses that have grown through acquisition, this step brings multiple groups under one consistent structure. 3. Incentives Compensation shapes behavior. Advisors analyze whether existing plans are driving the right outcomes or quietly encouraging the wrong ones. The goal is balance between effort and reward, so teams stay focused on the right priorities. 4. Enablement Advisors define what good looks like for each role through playbooks that cover onboarding, training, sales process, GTM motion, and ICPs and personas. Playbooks are built to reflect how your team actually sells, so they become assets people actually use. 5. Coaching and Skill Development Assessments frequently uncover skill gaps that focused development can close. The most effective coaching programs are designed around the specific topics, challenges, and selling situations your team faces, often forming the foundation of the playbook itself. From GTM Assessment to Roadmap: What the Process Looks Like The process produces an insights report with a prioritized value creation plan spanning talent, tactics, training, and technology. But that’s just the beginning. The right advisory partner stays involved, working alongside your team to implement, adjust, and ensure progress continues. That hands-on approach is what separates this work from the broader advisory category, where a polished deck gets delivered and the relationship ends. For teams navigating a gap in sales, revenue operations (RevOps), or marketing leadership during this process, consider fractional support. This bridges the gap by providing seasoned leaders who can both help shape the strategy and keep the function moving while a full-time hire is sourced. Having this depth and training under one roof means nothing falls through the cracks between workstreams. The GTM Levers That Move Pipeline Beyond talent and structure, experienced GTM advisors focus on the key areas that accelerate pipeline and improve conversion: ICP discipline: Tightening the definition of your ideal customer so marketing, sales, and customer service are aligned on who they’re targeting and why. Funnel architecture: Aligning stage definitions, handoff service-level agreements (SLAs), and qualification standards across the full revenue cycle. Coverage model design: Matching rep specialization and resource intensity to segment complexity and revenue potential. GTM assumption validation: Testing whether the inputs behind your revenue plan (win rates, ramp times, annual contract value (ACV), cycle length) still reflect operating reality. Talent acquisition: When new roles are needed, recruiting with an emphasis on fit, not just availability. What Acceleration Looks Like on the Other Side When advisory-led GTM work lands well, the results show up in both metrics and culture. Leaders gain visibility and confidence. Onboarding moves faster because playbooks reflect how your team actually operates. Coaching becomes meaningful because feedback is grounded in data. Employees feel re-energized. They understand their role in the growth plan, see how their work connects to outcomes, and have the tools to succeed. Alignment becomes an advantage when performance starts to compound. Is It Time to Bring in a GTM Advisor? The highest-return advisory engagements typically happen at one of three points: Before a growth investment: Validating GTM assumptions and talent fit before adding headcount or entering a new market. After a structural shift: When a new product line, acquisition, or leadership change has outpaced your operating model. At a performance plateau: When pipeline, win rates, or team productivity have stalled despite effort, signaling a structural issue. In every case, the advisor’s job is to bring clarity to complexity, align people and strategy, and build a path forward the team can execute.