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What “Fit” Really Means in Hiring
In this mini-episode of the Extraordinary Pursuits podcast, we're joined by Kristian Schwartz, founder of Montgomery Group Executive Search. Drawing from decades of executive search experience, Kristian shares how to think beyond resumes and reference calls to identify the right leader for the right moment.
He unpacks why chemistry matters, how to surface areas of support (instead of just gaps), and what a working session can reveal that no interview ever will. The conversation is a candid look at the intersection of leadership, context, and conviction—and what it takes to make the right hire when the stakes are high.
Timestamps:
00:38 | Art vs. Science in Hiring
01:41 | Understanding Areas of Support
02:28 | Why Final Working Sessions Matter
04:06 | Fit vs. Technical Skills
05:10 | Matching Leaders to the Moment
Points of Wisdom:
“Interview questions have predefined answers. But a whiteboard doesn’t.”
“Some people interview well—and some don’t. An interview isn’t real life.”
“You’re not hiring for perfection. You’re hiring for alignment and possibility.”
About Kristian Schwartz:
Kristian Schwartz is the founder of Montgomery Group Executive Search, a retained executive search firm that helps high-growth companies hire transformational leaders. With a background in strategy and organizational design, Kristian has built a reputation for matching companies with executives who deliver more than what’s on their resumes—they deliver the right kind of change.
Montgomery Group
Kristian Schwartz on LinkedIn
BIP Ventures
Website: www.bipventures.vc
LinkedIn: BIP Ventures
Podcast: Extraordinary Pursuits
View all episodes
By BIP VenturesIn this mini-episode of the Extraordinary Pursuits podcast, we're joined by Kristian Schwartz, founder of Montgomery Group Executive Search. Drawing from decades of executive search experience, Kristian shares how to think beyond resumes and reference calls to identify the right leader for the right moment.
He unpacks why chemistry matters, how to surface areas of support (instead of just gaps), and what a working session can reveal that no interview ever will. The conversation is a candid look at the intersection of leadership, context, and conviction—and what it takes to make the right hire when the stakes are high.
Timestamps:
00:38 | Art vs. Science in Hiring
01:41 | Understanding Areas of Support
02:28 | Why Final Working Sessions Matter
04:06 | Fit vs. Technical Skills
05:10 | Matching Leaders to the Moment
Points of Wisdom:
“Interview questions have predefined answers. But a whiteboard doesn’t.”
“Some people interview well—and some don’t. An interview isn’t real life.”
“You’re not hiring for perfection. You’re hiring for alignment and possibility.”
About Kristian Schwartz:
Kristian Schwartz is the founder of Montgomery Group Executive Search, a retained executive search firm that helps high-growth companies hire transformational leaders. With a background in strategy and organizational design, Kristian has built a reputation for matching companies with executives who deliver more than what’s on their resumes—they deliver the right kind of change.
Montgomery Group
Kristian Schwartz on LinkedIn
BIP Ventures
Website: www.bipventures.vc
LinkedIn: BIP Ventures
Podcast: Extraordinary Pursuits