Win the Interview: Why Asking Smart Questions Makes You Unforgettable

Win the Interview: Why Asking Smart Questions Makes You Unforgettable

Rethinking Interviews: Why Asking Smart Questions Can Set You Apart in a Sea of Great Candidates

In the previous Spotlight, we discussed: How One IT Leader Landed a Role in 78 Days by Treating His Job Search Like a Strategic IT Deployment – May #26.  If you missed that one you can read it here

In tech hiring today, qualifications are no longer the differentiator. It’s not uncommon for hiring managers to review a stack of resumes that all check the right boxes—technical capabilities, relevant experience, and solid accomplishments. But when it’s time to choose who moves forward, one key factor rises above the rest: how a candidate shows up in conversation. Tip!  People hire people, not resumes!

A polished résumé & LinkedIn profile may open the door, but what happens in the interview determines who gets the offer. And here’s the secret—it’s not about having the perfect answers. It’s about asking the right questions.

Why High-Impact Candidates Ask Instead of Just Answer

The most memorable job seekers understand that an interview is not a test—it’s a strategic dialogue. Rather than treating it as a one-way evaluation, they take the initiative to steer the conversation through well-crafted, purposeful questions.

Consider questions like:

  • “What are the critical success factors you’re looking for in this role?”

  • “What are the top 3–5 must haves you are seeking in your next new hire?”
  • “What current projects or initiatives would I be contributing to right away?”

  • “How do you define success for this position over the first 6–12 months?”

  • “What originally brought you to this company, and why have you stayed?”

These kinds of questions do more than show curiosity—they demonstrate leadership, strategic thinking, and a genuine interest in alignment.

The Power of Question-Led Interviews

When you approach an interview with a mindset of discovery and contribution, several things happen:

  • You demonstrate business acumen. Asking about initiatives and success metrics shows you understand the bigger picture.

  • You shift the dynamic. Instead of being evaluated, you become a peer discussing mutual goals.

  • You uncover key information. Insight into team priorities and company culture helps you tailor your responses—and make better decisions.

This method of interviewing isn’t just a tactic; it’s a reflection of how senior leaders operate—by asking the right questions to uncover the right problems to solve.

Closing Thoughts:

Take Control of the Interview Room

One of the most effective changes I help clients make is this shift in perspective: from trying to “pass” the interview question/answer “GAME” to using it as a strategic conversation to assess fit and demonstrate value.

 

We practice question-based interviewing in mock sessions so tech professionals and transitioning leaders can walk into real interviews with confidence, clarity, and control.

 

If your interviews aren’t converting into offers—or if you’re getting close but not quite there—it might be time to shift from perfect answers to powerful questions.

On the street:

ADP May–June 2025 Private Sector Jobs Report. The pace of hiring in the private sector slowed dramatically in May, with just 37,000 jobs added—down from April’s revised 60,000 and marking the weakest job growth since March 2023. This sharp deceleration signals a notable loss of momentum after a relatively strong start to the year. Sector-level data shows that service-providing industries remained the main drivers of growth. Leisure and hospitality led with new roles, followed by financial activities and the information sector. On the flip side, professional and business services lost 17,000 jobs, and education and health services declined by 13,000.

From a company size perspective, mid-sized businesses (50–249 employees) were the strongest contributors, adding 51,000 jobs, whereas small businesses and large enterprises saw declines of 13,000 and 3,000 jobs, respectively. Despite the slowdown in hiring, wage growth held steady. Job-stayers saw a 4.5% annual pay increase, while job-changers continued to command higher raises, with average gains of 7.0%.

What this means for mid-senior technology professionals:

San Francisco Bay Area Tech Job Market
The Bay Area tech sector is sending mixed signals—marked by fierce competition for elite AI talent, reduced layoffs at some companies, but still boasting high compensation and selective hiring.

Bay Area remains the global hub for AI investment, securing nearly $70 billion of the $134.6 billion in 2024 venture capital funding.

Takeaways:
Experience matters: The steep decline in entry-level hiring and shift toward seasoned professionals signal that mid-to-senior candidates are now in demand—especially those with domain expertise in AI, security, and cloud.
Leverage geography: Position candidates toward San Jose and specialized Bay Area hubs where growth is accelerating.
Stay AI-aligned: Emphasize AI capabilities (e.g., prompt engineering, ML integrations) as a differentiator—these skills are commanding top-tier offers.

Expect strategic hiring: Companies are no longer hiring en masse—they want seasoned leaders who can drive outcomes from day one. Encourage clients to demonstrate immediate impact in interviews and networking.

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