Sales is equal parts art and science—yet even seasoned professionals fall into costly traps that sabotage their success. In fact, 82% of buyers say sales reps aren’t prepared (Forbes), and it’s often because they’re making avoidable mistakes.

Whether you’re new to sales or a veteran looking to refine your approach, this five-part series will help you identify and fix the most critical errors holding you back. Let’s start with the first four.


Mistake #1: Not Listening

Why It Hurts You:
When you fail to listen, you miss crucial clues about what the prospect truly needs. Instead of solving their problem, you’re just pushing a product.

How to Fix It:
✅ Listen to understand, not just to respond. Take notes during conversations to show you’re engaged.
✅ Ask open-ended questions like, “What’s your biggest challenge right now?”
✅ Repeat their points to confirm understanding (“So if I understand correctly, you need X because of Y?”).

💡 Remember: People don’t care what you know until they know you care.


Mistake #2: Being Too Pushy

Why It Hurts You:
Post-COVID buyers value autonomy. Over 40% prefer a sales process without pressure (HubSpot). Pushiness erodes trust and makes prospects feel like numbers, not people.

How to Fix It:
✅ Focus on helping, not selling. Position yourself as a problem-solver.
✅ Offer options, not ultimatums. Let the customer feel in control.
✅ Assume the sale with confidence instead of begging for it.

💡 Pro Tip: Your goal is to guide, not convince.


Mistake #3: Not Qualifying Leads

Why It Hurts You:
Wasting time on unqualified leads means less time closing deals that matter. Without proper qualification, your conversion rate plummets.

How to Fix It:
✅ Use the 80/20 rule: Focus on the 20% of leads that drive 80% of results.
✅ Ask strategic questions to uncover budget, authority, need, and timeline (BANT).
✅ Let prospects self-qualify by explaining their readiness.

💡 Example: “What would need to happen for this to become a priority?”


Mistake #4: Failing to Build Rapport

Why It Hurts You:
Rapport builds trust—and people buy from those they trust. In remote sales, this is even more critical. Without it, you’re just another vendor.

How to Fix It:
✅ Find common ground (e.g., interests, industry challenges).
✅ Personalize your outreach based on their role, company, or recent achievements.
✅ Use video calls to create a more human connection.

💡 Stat: 95% of buying decisions are subconscious and emotion-driven.