Curiosity Over Control: Redefining Recruiting in the Age of AI

Dec 1, 2025

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🎧 Episode 219

Guest: Amandeep Shergill

In this episode, we explore the realities of modern recruiting, the pressure of “doing more with less,” and the challenge of navigating uncertainty in today’s global talent market. Ben and Amandeep discuss how economic shifts, evolving business priorities, and organizational ambiguity shape the day-to-day experience of recruiters.

Amandeep shares practical examples from his career—ranging from prioritizing high-impact roles to building stronger partnerships with business leaders. This conversation dives deep into what it truly means to be a strategic advisor instead of a reactive firefighter in talent acquisition.

You’ll hear insights on:
• Market uncertainty and its effect on TA planning
• Productivity vs. unrealistic “do more” expectations
• The role of tech and efficiency in the future of TA
• How recruiters can better understand business impact & prioritization
• Real-world examples of shifting from reactive to proactive hiring
• Why understanding revenue, OKRs, and leadership goals changes recruiting outcomes

Whether you're a recruiter, hiring leader, or people leader, this episode provides immediately applicable frameworks for better decision-making in TA.

⏱️ Timestamps

00:03 – Welcome to Episode 219
00:16 – Introducing guest Amandeep Shergill
00:55 – Amandeep’s background and global role at Automattic
01:59 – Life outside of work: parenting, sports, and model building
03:16 – Creativity, hobbies & high performance
04:49 – The biggest recruiting challenges today
05:11 – How economic uncertainty shapes hiring plans
05:54 – Productivity, efficiency & “doing more with less”
06:28 – The disconnect between expectations and TA bandwidth
07:22 – Why “doing more” isn’t a real strategy
08:06 – What investment vs. volume actually means for TA
09:46 – Moving from reactive to proactive recruiting
10:26 – Practical strategies for strategic partnership
10:30 – Amandeep’s story from Intuit: prioritizing 38 open roles
11:48 – Understanding business impact behind hiring requests
12:49 – Revenue today vs. revenue tomorrow: prioritizing for impact
13:58 – Why recruiters must understand OKRs, revenue, and strategy
14:46 – Pausing hiring until business impact is clear
15:13 – How proactive planning creates better long-term outcomes