Navigating the Coaching Journey in Sales

Let’s kill the myth: sales coaching isn’t just for newbies or underperformers.  It’s for closers, leaders, and the ones who want more—more pipeline, more wins, more control over their career. If you're in sales, you need coaching. Period. This isn’t feel-good fluff. Sales is a performance sport. Every high-performance athlete has a coach, and every inspiring performer has a mentor for a reason. Everyone, and I mean everyone, needs a coach. From the elite to the desperate, everyone can benefit from guidance. https://www.youtube.com/watch?v=HCOY793fA5E 1. The Desperate: The Bottom 20% You know who you are. You’re missing quota—again. Every call feels heavier, your confidence is tanking, and you’re out of answers. Here’s the truth: you don’t need more time—you need better habits, tighter processes, and someone to call out your excuses. You need guidance. Sales coaching forces you to stop guessing and start fixing. A good coach will rip the blinders off: Are you dodging the phones? Are you hesitating at the close? Are you talking too much and listening too little? You're not going to claw your way out of the bottom 20% by working harder. You get out by working smarter, with someone who’s done it before and won’t let you off the hook. Find yourself a coach—do it now—before the hole you’ve dug gets any deeper. 2. The Mediocre Middle You’re not bottom of the pack, but you’re not standing out either. You’re just … fine. Quietly average. Here you are, coasting on a couple of decent months, dodging attention, not making waves, paying your bills but treading water accomplishment-wise. And that should scare you. This is not where you want to be. This is where most reps stay stuck—not because they don’t care, but because they don’t change. Coaching breaks the cycle of complacency. It’s the flashlight in the dark that shows you exactly what’s holding you back. Weak discovery? Inconsistent follow-ups? Soft closes? You don’t need a miracle. You need fresh eyes and someone who pushes you past the edge of “fine.” Seek out a coach who’s been there and knows how to break through the ceiling you’re trapped under. 3. The Ultra High Performer You’re already top tier. You’ve pushed your way into the 5%. President’s Club. You’ve got the trophies, the income, and the T-shirt to prove it. So why do you need coaching? Because the best never stop training. They don’t rest on wins—they refine, seek out marginal gains, and build muscle when others relax. Coaching helps you identify the 2mm adjustments that turn a winner into a legend. The ultra-high performers I’ve seen who get coaching consistently shorten deal cycles, multiply referrals, and close with precision. The ego stays in check, the mindset stays sharp, and the momentum stays up. They’re breaking into enterprise-level sales on the regular. The moment you stop chasing growth is the moment someone else starts catching up. Your ideal coach has climbed to the top of the mountain themselves and is willing to help you scale it, too. 4. The Solopreneur You’re running a business, selling the service, delivering the product, and following up with the clients. You’re building the plane mid-air. But let’s be real—most solopreneurs need some help to truly master sales. With your passion, you’re the best sales rep for your product you’ll ever have—but right now, you’re winging it. “Coaching helps you build a real sales process—consistent outreach, confident pricing, and predictable revenue.  You can’t afford wasted time or wasted energy. A coach helps you cut distractions, stop chasing bad-fit leads, and finally build the kind of pipeline that scales with you. If you want to play a bigger game, you’ve got to start selling like a pro—not an amateur. Go land a coach who’s as committed to making you a top-tier sales rep as you are to your business. 5. The Sales Leader You coach your team, run the numbers, and lead the meetings.