In this episode, we’re joined by Deepak Bhootra, a seasoned sales strategist, ICF & Sandler-certified coach, bestselling author, and the founder of Jabulani Consulting. With over 30 years of experience leading sales operations at HP, Sun Microsystems, and Capgemini, Deepak now helps entrepreneurs and sales teams scale smarter using AI-powered strategies.

We unpack what it takes to build sales careers that last, how AI enhances rather than replaces human connection, and why it’s no longer enough to just “hustle harder.” From managing burnout to leveraging conversational AI for real-time coaching, this episode is a must-listen for anyone navigating the evolving world of sales.

• 00:00 – Introduction to Deepak Bhootra and his global sales leadership journey
• 01:21 – Leaving the corporate world to launch Jabulani Consulting after COVID’s wake-up call
• 03:03 – Redefining success in sales: purpose, longevity, and fighting burnout
• 07:59 – Why 70% of salespeople are stressed and how to build a sustainable career
• 13:05 – Augmented, not artificial: AI’s role in freeing reps from low-value work
• 15:14 – The power of AI in surfacing insights from thousands of customer interactions
• 17:39 – Real-time coaching, hyper-personalization, and objection handling with AI
• 21:48 – What separates top sales performers in the age of AI
• 24:30 – Deepak’s go-to slogans about AI and sales (“AI doesn’t replace reps, it replaces inefficiency”)
• 30:59 – Guardrails, hallucinations & the danger of lazy AI prompting in sales workflows
• 40:49 – Final advice for entrepreneurs: solve inefficiencies first, then layer in AI tools

• “AI doesn’t replace salespeople. It replaces inefficiency.”
• “You won’t lose your job to AI—you’ll lose it by not using AI.”
• “Sales longevity is about building habits that help you thrive, not just survive.”
• “Stop thinking of AI as artificial intelligence. It’s augmented intelligence.”

• Deepak Bhootra on LinkedIn
• Jabulani Consulting Website
• Taran Agarwal on LinkedIn
• Simplify Tech Website