Why Do So Many Salespeople Suck and How Can They Improve? | Benjamin Dennehy #social333podcast #78

In this brutally honest and refreshingly direct episode of the Social 333 Podcast, host Chris D. Bentley sits down with Benjamin Dennehy, famously known as The UK’s Most Hated Sales Trainer. Benjamin exposes why most salespeople fail, why they struggle to close, and why traditional sales tactics simply don’t work anymore.

With a mix of humor, candor, and uncomfortable truth, Benjamin breaks down the psychology behind selling, the mistakes nearly every salesperson makes, and the simple mindset shift that can completely transform your results. Whether you're in real estate, high-ticket sales, SaaS, or any commission-driven industry, this episode is a masterclass in selling the right way — without gimmicks, pressure, or cheesy scripts.

If you want to understand human behavior, improve your closing rate, or stop sounding like every other salesperson out there, this conversation will change how you sell forever.

✅ Why most salespeople actually suck

✅ The mindset shift that instantly improves your sales performance

✅ How to ask better questions that reveal the real problem

✅ Why pressure and “convincing” kills deals

✅ How to make prospects chase you

✅ The difference between amateurs and true sales professionals

📌 CHAPTERS

00:00 – Intro

00:08 – Meet Benjamin Dennehy

00:33 – Being “the most hated sales trainer”

02:14 – The biggest problems Benjamin sees in salespeople

07:17 – “They’re not interested” — misunderstanding buyer signals

09:46 – Why one-legged appointments fail & lessons from insurance sales

12:09 – Sales is a craft: tonality, pacing, and mastering the fundamentals

14:22 – Ego: the silent killer of sales performance

15:52 – Handling rejection without taking it personally

17:52 – Two years with zero deals: avoiding the “no-prospecting” trap

20:00 – Benjamin’s top advice for anyone entering sales

21:49 – Why every salesperson needs speech therapy

25:39 – Thoughts on today’s sales gurus and high-ticket trainers

28:15 – How new salespeople should actually learn: books, tapes, or seminars?

32:17 – Stop trying to be friends with prospects

35:07 – Why buyers are interested (and how to confirm it)

37:29 – Where to find Benjamin Dennehy

🎧 Subscribe for more raw, unfiltered conversations with top performers who aren’t afraid to tell the truth.

📣 Share this episode with someone in sales who needs to hear this immediately.