Self-Assessment – Day 7

Day 7

Without sugar-coating it, this chapter is about getting brutally honest with yourself. 

The topic we will cover is self-assessment and since I’m not here to talk to you face-to-face you are going to have to find someone to be honest with you. This person can be a close friend, a relative, your current boss, even a spouse. This chapter is meant to be uncomfortable, so get ready to pull the band aid off. You will require a partner to complete this exercise.

While reading this chapter please take a moment with your partner to reflect on the questions. The goal here is to understand both how you see yourself and how others see you. This chapter is meant to push you beyond what you’re used to so if you are ready for a strong dose of reality proceed to the activity below.


  1. Answer the questions below
  2. When applicable have your partner answer the same questions about you
  3. Grade yourself on a scale of 1 to 10 for the following 5 sections (Competency, Judgement, Energy, Focus, Relationships) Your total score will = 50.

Questions like these are one way a Manager can help to determine if you are a fast learner, a good problem-solver, and a versatile, goal-directed person. Since variations of these questions will often crop up during an interview it’s best to get a firm understanding of them now.  Most Managers are not only looking for someone who is a fit for the job but who will also bring additional value to the organization.

Competency – Grade yourself on a scale of 1 to 10

o  What is your biggest strength/weakness? 

o  Tell me about a time in which you developed an unconventional approach to solve a problem

o  Give an example of how you organized your activities when you had several commitments due at the same time

Judgment – Grade yourself on a scale of 1 to 10

o  Give an example of a situation in which no guidelines existed for your work and how you coped

o  What is the greatest risk you have taken and how did you decide to make that risk?

o  Tell me about a decision you made which you later regretted

o  Give an example of your using data to make-a-decision

Energy – Grade yourself on a scale of 1 to 10

o  What are your sources of inspiration?

o  What do you do when you’ve completed your work for the day but see that you have extra time?

o  What sets you apart from your colleagues?

o  What accomplishments have given you the most satisfaction in your life?

Focus – Grade yourself on a scale of 1 to 10

o  Give an example of your ability to work independently

o  How well do you work under pressure?

o  What new goals have you set recently?

o  How do you organize what you do on a day-to-day basis?

Relationships – Grade yourself on a scale of 1 to 10

o  Tell me about a situation where you failed to communicate appropriately. In hindsight, what would you have done differently?

o  What would your teammates say about you?

o  Describe a time when you received negative feedback from an employer, colleague, or client? How did you manage this feedback? What was the outcome?

o  How do you build relationships in a new environment?

Now that you’ve completed the above please take time to reflect on your answers. While there are no wrong answers the questions above will offer insight into who you are and what you can bring to a sales team.  How did you score yourself, how did your partner score you? As a result of the above exercise where do you have room for growth and improvement? What are you going to do going forward to address your areas of improvement? 

Write those answers down below in the comment section or message me on social media if you feel brave. You are ready to move on to the next chapter.

Self-Assessment – Day 7

Finding Your Why – Day 1

The below is an excerpt from a book I’m working on. The goal is that the posts that follow over the course of the coming months flow logically and make sense to you. The days marked off below will correspond to the 30-60-90-day plan I recently created for a Sales Development Manager position opening at Malwarebytes. For those reading this even though I can’t be with you personally during your sales journey, your sales success and professional growth is my focus and the reason I am writing this. So, if these posts and ultimately the book that they comprise help you out in any way please reach out to me through social media and let me know. I would genuinely appreciate it. So without further ado…

Day 1

The following is what I’d like to focus on during our first “unofficial” 1 on 1 meeting. If you’re reading this then it’s likely sales is already a part of your life. Or you may have considered changing careers recently and for whatever reason sales struck your fancy. You may even be a current SDR. For some reason or another you are now reading this and as a result I feel obliged to make it worth your while. Thank you for your time by the way.

When it comes to sales, before you do anything, before you start reaching out to prospective customers before you even think about selling or picking up the phone do this first. I promise it will be worth it.

Get crystal clear on what your WHY is. What is the reason you’re going to wake up in the morning and give half of your day to this job and this company as opposed to another? WHY are you reading this? What has led you to this moment and most importantly what do you want to do next? Before we start down the road of Sales, I want you to take some time and really think about this. If you are sitting at your desk take 5 minutes, tune out the world and write down all your reasons as to WHY on a piece of paper because these are going to be the reasons that you persist through the hard times, the times that seek to break you. Are you starting a family? Are you finally going after your dreams? What is driving you? What is going to keep you from giving up the moment things don’t go as planned? In sales failure is inevitable. However, failure can’t get the best of you if your reason to persist is strong enough.

Spoiler, your WHY must be greater than your circumstance! 

So, if you haven’t already determined what your WHY is and what is driving you please take the next few minutes to reflect. Write your reasons as to WHY in the comment section below, on a blank piece of paper or wherever works best for you! I recommend reassessing your WHY as often as needed to ensure your reason to persist is greater than any reason to quit. In case you were wondering I feel this exercise is so vitally important for sales professionals because it gets people to think long term and not just about short term success metrics. The greater you can make your WHY the better chance you have at succeeding in this profession and in life.

Finding Your Why – Day 1