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In this episode of E-Coffee with Experts, host Victor Coupé chats with Jim Morrisroe, CEO of 15Five, a performance management platform trusted by 3,500+ companies and over 400,000 employees. Jim breaks down the hidden reasons most companies fail at team performance and retention, and why manager effectiveness is the real growth lever no one’s talking about.
Jim shares his journey from Slack to startup CEO, what burnout taught him about leadership, and how 15Five helps managers become actual leaders using data, personalization, and AI. They explore why traditional HR is broken, how to scale company culture without killing team morale, and what small teams need to know before they grow.
He also opens up about imposter syndrome, the “blanket” mistake most HR teams make, and why he believes HR needs to evolve just like marketing did, with real data, real targeting, and real ROI.
Whether you're a founder scaling a fast-growing startup, a marketer juggling team dynamics, or a CEO tired of vague leadership fluff, this episode will shift the way you think about people, leadership, and performance.
Get access to 250k+ link connections and build your website authority with us:
https://www.digitalwebsolutions.com/
In this episode, we discuss:
00:00 - 01:23: Why manager effectiveness actually matters
01:23 - 03:14: Meet Jim Morrisroe, CEO of 15Five
03:14 - 04:46: From sales to startups to leadership
04:46 - 06:26: Burnout, life shift, and finding purpose
06:26 - 09:08: Real talk on leadership and being human
09:08 - 11:31: What HR should be doing (but isn’t)
11:31 - 13:06: How 15Five uses data to fix performance
13:06 - 14:54: Targets, not blankets and why it works
14:54 - 17:10: Why most managers fail (and how to fix it)
17:10 - 18:19: How good companies train great managers
18:19 - 20:53: Should small teams care about HR tools?
20:53 - 21:46: Growing pains when scaling culture
21:46 - 24:09: Switching from founder to real leader
24:09 - 25:16: Jim’s BS detector for AI features
25:16 - 26:57: The biggest mistake companies still make
26:57 - 28:27: Leading across cultures and chaos
28:27 - 30:01: Using AI to guide managers better
30:01 - 31:36: Why fun team-building doesn’t always work
31:36 - 32:27: What HR can steal from marketing
32:27 - 34:01: Using real-time data to lead smarter
34:01 - 35:41: Sales tools vs. HR tools? Here’s why
35:41 - 36:45: Why we need better leaders, not just tools
36:45 - 37:19: Wrap up & follow Jim and 15Five
https://www.linkedin.com/in/jmorrisroe
15five.com
Website: https://www.digitalwebsolutions.com/
Facebook: https://www.facebook.com/digiwebsol
Instagram: https://www.instagram.com/dws_global/
LinkedIn: [https://www.linkedin.com/company/digital-web-solutions.]
By Digital Web SolutionsIn this episode of E-Coffee with Experts, host Victor Coupé chats with Jim Morrisroe, CEO of 15Five, a performance management platform trusted by 3,500+ companies and over 400,000 employees. Jim breaks down the hidden reasons most companies fail at team performance and retention, and why manager effectiveness is the real growth lever no one’s talking about.
Jim shares his journey from Slack to startup CEO, what burnout taught him about leadership, and how 15Five helps managers become actual leaders using data, personalization, and AI. They explore why traditional HR is broken, how to scale company culture without killing team morale, and what small teams need to know before they grow.
He also opens up about imposter syndrome, the “blanket” mistake most HR teams make, and why he believes HR needs to evolve just like marketing did, with real data, real targeting, and real ROI.
Whether you're a founder scaling a fast-growing startup, a marketer juggling team dynamics, or a CEO tired of vague leadership fluff, this episode will shift the way you think about people, leadership, and performance.
Get access to 250k+ link connections and build your website authority with us:
https://www.digitalwebsolutions.com/
In this episode, we discuss:
00:00 - 01:23: Why manager effectiveness actually matters
01:23 - 03:14: Meet Jim Morrisroe, CEO of 15Five
03:14 - 04:46: From sales to startups to leadership
04:46 - 06:26: Burnout, life shift, and finding purpose
06:26 - 09:08: Real talk on leadership and being human
09:08 - 11:31: What HR should be doing (but isn’t)
11:31 - 13:06: How 15Five uses data to fix performance
13:06 - 14:54: Targets, not blankets and why it works
14:54 - 17:10: Why most managers fail (and how to fix it)
17:10 - 18:19: How good companies train great managers
18:19 - 20:53: Should small teams care about HR tools?
20:53 - 21:46: Growing pains when scaling culture
21:46 - 24:09: Switching from founder to real leader
24:09 - 25:16: Jim’s BS detector for AI features
25:16 - 26:57: The biggest mistake companies still make
26:57 - 28:27: Leading across cultures and chaos
28:27 - 30:01: Using AI to guide managers better
30:01 - 31:36: Why fun team-building doesn’t always work
31:36 - 32:27: What HR can steal from marketing
32:27 - 34:01: Using real-time data to lead smarter
34:01 - 35:41: Sales tools vs. HR tools? Here’s why
35:41 - 36:45: Why we need better leaders, not just tools
36:45 - 37:19: Wrap up & follow Jim and 15Five
https://www.linkedin.com/in/jmorrisroe
15five.com
Website: https://www.digitalwebsolutions.com/
Facebook: https://www.facebook.com/digiwebsol
Instagram: https://www.instagram.com/dws_global/
LinkedIn: [https://www.linkedin.com/company/digital-web-solutions.]