How to Sell More: Self-Assessment Checklist

Instructions:
For each item below, rate yourself from 1 (not at all) to 10 (excellent). Be honest—this tool is for self-improvement and clarity.


🧠 Understanding the Customer

  1. How well do I understand the customer’s current situation?
    Do I ask questions that uncover their context, operations, and background?
    Rating: ____ / 10

  2. How effectively do I uncover the customer’s key problems or pain points?
    Am I digging deep enough to understand what’s really holding them back?
    Rating: ____ / 10

  3. How clearly do I understand the consequences of their problems?
    Do I explore how those issues impact their time, money, performance, etc.?
    Rating: ____ / 10

  4. How well do I show the value of solving their problems?
    Can I help them connect the solution to real benefits or improvements?
    Rating: ____ / 10


🎯 Selling with Confidence

  1. How confident am I when presenting my solution?
    Do I show certainty in what I’m offering and the results it delivers?
    Rating: ____ / 10

  2. How comfortable am I asking for the sale?
    Do I actively ask for the close, or do I hesitate and wait too long?
    Rating: ____ / 10

  3. How well do I handle objections?
    Do I listen without getting defensive and respond in a way that reassures?
    Rating: ____ / 10

  4. How strong is the trust I build with prospects?
    Do people feel I’m genuinely trying to help them, not just make a sale?
    Rating: ____ / 10


🌉 Problem-to-Solution Mapping

  1. How clearly do I define the customer’s current vs. desired state?
    Do I help them see the gap between where they are and where they want to be?
    Rating: ____ / 10

  2. How well do I quantify the cost or value of the gap?
    Can I explain what the issue is costing them—or what the solution is worth?
    Rating: ____ / 10

  3. How disciplined am I in diagnosing before pitching?
    Do I wait until the customer’s needs are clear before suggesting a solution?
    Rating: ____ / 10

  4. How tailored are my proposals to each customer?
    Do I present custom solutions instead of using a one-size-fits-all pitch?
    Rating: ____ / 10


📊 Performance & KPI Tracking

  1. How consistently do I track my sales activity (calls, meetings, follow-ups)?
    Do I have a reliable system to log and measure my work?
    Rating: ____ / 10

  2. How well do I know my key metrics (close rate, conversion rates, etc.)?
    Can I identify exactly where leads are getting stuck or dropping off?
    Rating: ____ / 10

  3. How often do I use data to improve my approach?
    Am I adjusting my strategy based on what the numbers are telling me?
    Rating: ____ / 10


📋 Sales Planning & Preparation

  1. How well do I prepare before every call or meeting?
    Do I research the prospect and set clear objectives beforehand?
    Rating: ____ / 10

  2. How effectively do I qualify leads early in the process?
    Am I identifying decision-makers, budget, timeline, and real intent?
    Rating: ____ / 10


🔁 Follow-Up & Pipeline Management

  1. How consistent is my follow-up process?
    Do I follow up promptly and persistently without being annoying?
    Rating: ____ / 10

  2. How well do I manage my sales pipeline?
    Is it up-to-date, organized, and driving the right actions?
    Rating: ____ / 10


👂 Listening & Communication

  1. How well do I listen to understand, not just to reply?
    Do I pick up on what’s really being said beneath the surface?
    Rating: ____ / 10

  2. How clearly and simply do I explain my solution?
    Can I describe what I’m offering in a way that’s easy to grasp and compelling?
    Rating: ____ / 10


🕒 Time & Task Management

  1. How well do I prioritize high-impact sales activities?
    Am I focused on actions that actually move deals forward?
    Rating: ____ / 10

  2. How effectively do I manage my time throughout the day?
    Do I avoid distractions and stick to a consistent routine?
    Rating: ____ / 10


📈 Personal Growth & Mindset

  1. How often do I review and learn from lost deals?
    Do I take the time to reflect and improve from each no?
    Rating: ____ / 10

  2. How committed am I to continuous learning and sales improvement?
    Am I investing in my own development through books, coaching, or training?
    Rating: ____ / 10