Six Steps To Encourage Your Millennial Sales Leader

Six Steps To Encourage Your Millennial Sales Leader

“Encouraging your young sales leader fuels collaboration and maximizes teamwork.”~ Danita Bye


Who encouraged you when you were starting out in business?

One morning, during my early Xerox days, I walked confidently into a prospect meeting. I’d mapped out excellent questions on my pre-call worksheet. The conversation started out well, but then I saw my prospect losing interest. I doubled down by asking even more questions. I tried as hard as I could, so I was shocked when I was asked to leave—immediately.

I felt devastated and deeply embarrassed. Plus, I was certain I would get fired. I drove back to the office, sobbing uncontrollably in the car and all the way into my manager’s office. Through my sobs, my manager empathetically helped me debrief my failed sales call. He praised my determination to master the questions. However, he pointed out that I had focused too much on the questions and not enough on listening to the answers. Like any great sales manager, he ended the coaching conversation by sending me back out into the field, with these encouraging words, “You can do it, Danita. You know we only hire the best.”

Have you had an opportunity recently to help your young mentee over a hump?  How did you encourage them?

Our RESPECT acronym (react, encourage, sensitivity, politeness, extraordinary kindness, considerate, timeliness) is a useful guide to model respect and collaboration to your Millennial sales leader.

ENCOURAGE is the second action step to help you develop Respecting Others as part of your Relationship Wiring. 

Here are 6 action steps to help you positively encourage your young mentee.

Identify Your Millennial’s Preferred Communication Mode

We all use sight, sound and touch to communicate. However, we are unique and one of these modes of communication might be more dominant than the others. When you identify your young sales leader’s dominant mode and deliver your encouragement in the way they want to receive it, you’ll establish greater rapport.

Invite respectful listening

Respectful listening happens when you create a safe atmosphere where your sales mentee confidently shares ideas – even the whacky ones.

Model good questioning skills

You have the opportunity to model how to ask deeper-level questions. These questions help you understand your young sales leader’s differing perspectives.

Eliminate negative labeling

If you choose to buy into all the Millennial stereotypes, you have already lost the battle.  Forget about the labels and get to know the individual in front of you.
Then you are in a stronger position to discuss the development of their potential.

Find the Gem in their Failure

Help your mentee find the gem in their failure.  Many of the Millennials I mentor, fall prey to negative self-talk and become despondent or even depressed when they don’t succeed immediately.  Do this by changing their perspective on what they see as a black or white scenario only.  Here are helpful questions to ask when you have this discussion with your mentee.  What did you do well? What did you learn and can use moving forward? What did you learn about yourself?  How will this experience change what you do next time?

Emphasize the Value of the Uniqueness Factor

Encourage your next-gen leader to begin a lifelong habit of valuing his own uniqueness, as well as the uniqueness of others.  As you’re coaching your young mentee, you can list the different strengths that you have identified in your sales team. Highlight the fact that it’s only because of the combination of those talents and the collaboration that exists, that your business is able to achieve sustainable growth.

Your young up-and-coming sales leader needs to know that you want him or her on your team.  Even when they are still learning – even when they are failing.  By modeling respectful encouragement, you’re helping your mentee to see their value to the team, even if they’re the newest employee in the workplace.

In the next post, I’ll tell you how Sensitivity, the third word in our acronym, RESPECT, can help nurture respectful relationships with your sales mentee.

To read the series from the beginning go here

Leadership lesson: Teamwork is maximized as you build a respectful relationship that will assist your business growth strategies, drive new business and achieve sustainable results.

Leadership question:  What strategies are you using to positively encourage your sales teams?

​​​Sales Leaders: Check out OMG’s cool new tool that allows you to compare your salespeople to others. I found it from this article:

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