Wesleyne Whittaker
@Wesleyne_
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Helping leaders sell with belief, not burnout | Field sales strategist & speaker
Houston, TX
Joined August 2020
Most leaders fix skills, scripts, and activity while ignoring belief. If sellers don’t believe they can lead, no script saves them. Belief always precedes behavior. And no amount of coaching fixes what belief never built. #SalesTransformation
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Forecasting isn’t a math problem; it’s a behavior problem. Unclear deal ownership, soft deadlines, and vague next steps create bad forecasts, not bad spreadsheets. Fix how sellers think and talk about deals. The numbers will tell the truth. #sales #salescoaching
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Most deals don’t stall because buyers won’t decide. They stall because sellers won’t ask. Buyers don’t need more time. They need more clarity. And clarity comes from better questions, not better slides. #SalesLeadership #SalesSkills #B2BSales #SalesTraining
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Most sales orgs are using CRM. Very few are leveraging it. If your CRM isn’t helping you qualify better, forecast cleaner, and coach smarter... It’s slowing down the people who should be speeding up results. #SalesStrategy #SalesLeadership
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More training won’t fix a belief problem. Skills don’t stick without connection. If your team isn’t applying what you’ve taught, look beneath the surface. Behavior follows belief. #SalesLeadership #Mindset
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Micromanagement isn’t control. It’s insecurity wearing a clipboard. Before you fix the team, fix the belief in the person leading it. Micromanagement ends where real confidence begins. #SalesLeadership #SalesCoaching #LeadWithBelief
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Sales skills are built in the field, not the classroom. Skills don’t stick because you taught them. They stick because reps practiced them, believed in them, and were coached through the discomfort. Training without reinforcement is just information.
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Great leaders don’t make every decision; they make decision-makers. Your job isn’t to do more. It’s to empower more. Real leadership builds others who can decide, act, and grow. #Leadership #SalesLeadership
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Your CRM shouldn’t just track deals, it should transform them. If it’s not helping you coach, qualify, and convert, it’s just a digital filing cabinet. Use data to drive conversations, not just record them. #SalesLeadership #CRMStrategy #Salescoaching
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You can’t lead people you only measure. Data tracks progress. Empathy builds trust. Real leadership needs both.
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Quota breath is real. You can’t coach confidence if all you talk about is quota. If your reps sound desperate to close, it’s not a rep problem; it’s a leadership one. Coach confidence. Build clarity. Because when belief comes first, the desperation disappears. #SalesLeadership
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Map your process. Define ownership. Make progress visible. When clarity enters the room, confusion leaves, and accountability follows naturally.
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When your team doesn’t know exactly what good looks like, “holding people accountable” just turns into frustration. You can’t fix what you can’t see.
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Every “accountability problem” I’ve seen in sales was actually a clarity problem. When you map your process, the chaos finally makes sense, and your team moves from reacting to leading. Clarity doesn’t restrict energy. It releases it. #SalesLeadership #B2BSales #SalesCoaching
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Stop expecting elite results from untrained reps. I Your sales team is only as good as its training. It’s that simple. If you’re not coaching, developing, and upskilling your reps, don’t expect record-breaking results.
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Taking control of a sales call isn’t rude; it’s leadership. Authentic leaders use three words to transform every meeting: Acknowledge. Redirect. Lead. That’s how to turn chaos into clarity and clear actions #SalesLeadership #Sales
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Trust is the oxygen of every partnership. Without it, nothing moves. When partners don’t feel safe, collaboration dies. When they do, doors that had been locked for years open. In sales, lead with safety. Build with connection. That’s how genuine partnerships breathe. #Sales
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When I started Transformed Sales, I just wanted to make sales more human. 3 years. 100 Powerful #Womeninsales. Not luck but leadership. Not perfection, progress. You can’t teach what you haven’t lived. #Demandbase #WIS2025
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If your team’s energy feels low, don’t start with activity start with alignment. Reconnect the work to the why, and watch belief drive the numbers again. When the why behind the quota gets personal, suddenly every call, every follow-up, every “no” feels worth it again.
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Procrastination kills pipelines, but it’s not about laziness, it’s about disconnection. When you remember the why behind every conversation, your confidence and your close rate changes overnight.
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