The Importance of Field Engagement in Sales Leadership

The transition from closer to coach is where most new sales leaders struggle. You've put in the work, made the calls, and closed the deals. Your numbers speak for themselves. You were the rainmaker. The top dog. The one everyone pointed to as the example of what a salesperson should be. Finally, you’ve earned the promotion you've been chasing: Sales Manager. The very habits that made you successful as a top-performing rep (moving fast, working independently, and ignoring administrative tasks) can work against you in a leadership role. Your win column is no longer personal; it’s team-wide. As Kyle Jager, founder of Vendi Consulting, states in this episode of the Sales Gravy Podcast, “If you're transitioning from a sales or individual contributor into a leadership role, you probably are great at sales. But now you have to become a great leader. And that takes time. It takes practice, but it also takes some learning.” Why Most New Sales Leaders Fail Most new sales leaders crash and burn within their first 18 months. Not because they can't sell, but because no one ever taught them how to lead. They walk into the role thinking it's just sales, but with a nicer title and better commission overrides. So they default to what they know: chasing deals, staying in the weeds, and trying to be the hero. But leadership isn't about closing deals. It's about developing people. And if you don't make that shift fast, your team won't follow—and your results will suffer. Stop Being the Hero: Your New Job Description As an individual contributor, you were the hero of your own story. Pipeline looking thin? Hit the phones harder. Deal stalling? Jump in and save it. Commission check light? Work more hours. As a sales leader, your job is to make others the heroes of their stories.  That means: Your success is now measured by your team's results, not yours. You’re only as good as the people you lead. You have to develop people, not just manage numbers. Your weakest performer deserves as much attention as your top gun. You become a multiplier. One great salesperson affects one quota. One great sales leader affects ten quotas, twenty quotas, or more. The Five Non-Negotiable Disciplines of Being a New Sales Leader 1. Master the Art of Sales Coaching Coaching is not cheerleading. It's not motivational speeches or rah-rah meetings. Real sales coaching is the systematic development of specific skills through observation, feedback, and practice. You cannot coach what you cannot see. Get in the field with your people. Listen to their calls. Watch their presentations. Most new sales leaders avoid this because it's time-intensive and uncomfortable.  Establish a consistent coaching cadence. Hold weekly one-on-ones to dig into deals, metrics, and skills.  Remember: your goal is not to create mini-versions of yourself. As a new sales leader, your goal is to help each salesperson become the best version of themselves. 2. Build and Maintain Pipeline Discipline As an individual contributor, you managed one pipeline. Now you're responsible for multiple pipelines, and pipeline discipline becomes exponentially more critical. Implement non-negotiable pipeline reviews. Weekly pipeline meetings should be sacred time where every opportunity gets analyzed. Teach your team to be ruthless about pipeline hygiene. Dead deals must be purged. Stalled opportunities need action plans or elimination. Every deal in the pipeline should have a clear next step, decision-maker involvement, and a realistic close timeline. Most importantly, never let your team's pipeline run thin. When pipeline gets weak, panic sets in, and desperate salespeople make desperate decisions.  3. Become a Hiring Machine Your success depends entirely on having the right people on your team. This means you must become obsessed with recruiting and hiring A-players. Stop hiring people you like and start hiring people who can sell.