Sales Secrets for the AI Age (feat. Jeffrey Gitomer & Thomas Ross)


Let’s face it: buyers have changed. The economy has shifted. And sales leaders are still using training/coaching strategies from 2013 in a 2025 world!

Watch Jeffrey Gitomer, bestselling author of The Little Red Book of Selling and creator of GitomerSales.AI, alongside social selling expert Thomas Ross, founder of SocialSalesHQ.com, in this no-fluff, high-impact conversation about what it really takes to succeed in sales today.

Whether you're leading a team or closing deals yourself, you’ll walk away with real-world strategies you can use immediately — and a chance to be part of something game-changing.

What We Covered in This Power-Packed Session:
✅ Why salespeople are struggling to break through — and how to fix it
✅ The psychology of trust in modern selling
✅ How AI can coach your team (not just track them)
✅ How to stand out in a noisy, automated world
✅ How to build sales momentum using LinkedIn and other digital tools
✅ The daily sales rituals and mindset shifts of elite producers

Questions We Answered:

  1. What are the biggest mindset challenges that salespeople face today — and how do you break through them?

  2. Why are traditional outreach methods losing effectiveness, and what’s working instead?

  3. What role should AI play in prospecting and sales coaching, and what’s the danger of over-automation?

  4. How do you build trust and credibility faster in today's skeptical market?

  5. What are the habits of top-performing sales leaders and salespeople?

  6. How can CEOs and Sales Leaders create a culture that breeds accountability, not excuses?

  7. What social selling strategies are working right now to start more meaningful sales conversations?

🔑 Top Takeaways

  1. AI is Revolutionizing Sales Coaching

    • Traditional sales training methods are outdated.

    • AI now offers real-time coaching, not just tracking—especially through tools like GitomerSales.AI.

  2. Trust is Still the #1 Sales Currency

    • AI enhances the sales process, but it doesn’t replace the need for trust.

    • Sellers must remain authentic while leveraging tech.

  3. Conversational AI is a Game-Changer

    • Tools can simulate objections, give roleplay feedback, and provide instant improvement tips.

    • It allows salespeople to practice deliberately and improve faster.

  4. Salespeople Need to Shift from Scripts to Scenarios

    • Buyers are more skeptical and informed than ever.

    • Salespeople must adapt to dynamic, personalized conversations rather than canned pitches.

  5. LinkedIn + AI = Prospecting Power

    • Thomas Ross emphasized that LinkedIn is a goldmine when combined with smart automation and human engagement.

    • Stop pitching—start connecting. Real conversations lead to conversions.

  6. "Be Yourself, Brand Yourself"

    • Jeffrey stressed that too many salespeople sound the same.

    • You must differentiate and inject personality into your outreach to stand out in a noisy market.

Action Steps

  1. Adopt an AI Sales Coaching Tool

    • Evaluate platforms like GitomerSales.AI that offer roleplay, real-time objection handling, and progress tracking.

  2. Audit Your LinkedIn Outreach

    • Stop using spammy scripts.

    • Start testing personalized connection messages and nurture sequences that add value.

  3. Train with Scenarios, Not Scripts

    • Create objection-handling scenarios with your team.

    • Practice daily using AI or peer feedback loops to improve conversational agility.

  4. Post Original Thought Leadership Weekly

    • Stand out by creating short videos, posts, or articles that express your unique approach to solving customer problems.

    • Use your own stories and voice (like Gitomer and Ross do).

  5. Schedule Weekly Practice

    • Use conversational AI tools 15–20 minutes a day to rehearse and improve.

    • Track your progress and reflect on wins and areas of growth.

Next
Next

How to Handle an Irritated Prospect