We’re a month into 2026, so there’s no time for rookie mistakes. In this episode, I’m breaking down 10 common mistakes sellers make and how to avoid them. Catching these early can help you set yourself up for success for the rest of the year.
1. Not Having Enough Deals in the Pipeline
One of the biggest mistakes I see is not having enough opportunities in the pipeline. I recommend carrying three to five times your quota in active deals to protect yourself when prospects go quiet or deals fall apart.
When you consistently add new opportunities, your sales engine keeps moving even when the market shifts.
2. Not Using LinkedIn Effectively
Too many sellers are underutilizing LinkedIn as a prospecting and research tool. I encourage upgrading to Sales Navigator, multi-threading within accounts, and posting consistently.
Staying visible helps you build familiarity and turn cold outreach into warmer conversations.
3. Waiting Too Long to Involve Stakeholders
Relying on a single champion is risky. Most B2B deals involve multiple decision-makers, so it’s important to identify and engage stakeholders early.
LinkedIn is a great way to map the organization and start those conversations sooner.
4. Skipping Daily Prospecting
Pipeline growth does not happen by accident. Prospecting needs to be a daily habit.
Blocking time each day and testing different outreach windows helps create consistency and avoids feast-or-famine cycles.
5. Lack of Planning and KPI Tracking
Planning your week and your day is non-negotiable. I recommend blocking time for prospecting and meetings, then tracking KPIs like calls, conversations, appointments, and closed deals.
Reviewing these metrics helps you see what is working and where you need to improve.
6. Ignoring AI Tools
AI is changing the way we sell. Tools for note-taking, research, and CRM updates can save time and reduce admin work. Testing AI solutions now helps you stay competitive.
7. Not Asking for the Next Appointment
Every meeting should end with a clear next step. I always leave a few minutes to schedule the follow-up so momentum does not stall.
8. Missing Red Flags
Hesitation around pricing or commitment should not be ignored. Address concerns early by asking direct questions before deals slow down.
9. Not Going Deep Enough on Objections
Surface objections are rarely the real issue. Dig deeper to uncover what is truly holding the buyer back.
10. Selling to the Wrong Pain Point
Before pitching a solution, make sure you understand the prospect’s real problem. When the pain is clear and validated, demos and proposals land much more effectively.
“Don’t sell to the wrong objection or try to solve the wrong problem. Commit to going deeper, uncover the real reason behind the objection, and address that directly. That is your job, and it’s one of the most important things you do in sales.” - Donald Kelly
Resources
Sign up for free and download the Sales Evangelist Tracker to monitor your sales KPIs, measure performance, and stay accountable to your daily activity.
Join the LinkedIn Prospecting Course to improve how you use LinkedIn and book more consistent, high-quality sales appointments.
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