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Hiring Is Broken for Tech Leaders. Here’s What Actually Works Today ft. Bill Kasko
Hiring has become one of the hardest problems CTOs and CIOs face, and most tech leaders are still using a playbook that no longer works.
There is no longer a deep talent pool. Long interview processes lose top candidates. Remote work has changed what “good” looks like. And AI is forcing leaders to rethink experience, roles, and team design entirely.
In this episode, Mark Wormgoor speaks with Bill Kasko, President and CEO of Frontline Source Group, a national staffing and executive search firm. Bill began his career in IT security and infrastructure before spending more than 20 years helping companies hire and scale teams, giving him an expert view of what actually works in today’s market.
You’ll learn:
- Why there is no longer a true “talent pool”, and how to hire without one
- How to design tech roles around outcomes instead of outdated requirements
- Where great tech talent actually comes from today
- How remote work has changed hiring signals and expectations
- Why adaptability matters more than years of experience in the AI era
- The one leadership habit that consistently separates strong tech teams from weak ones
If you’re a CTO, CIO, or senior tech leader and you frequently need to hire, this episode will help you rethink how you build teams.
Chapters00:00 Starting Out in IT
08:29 Infrastructure and Security Today
15:46 Where To Start With Recruitment
24:34 What's The Secret with Recruitment
30:50 Approaching Remote Work
36:56 The Hiring IT Landscape
42:33 Hiring In Today's Market
46:52 Hiring Retention
50:26 Communication is Important!
About BillBill Kasko is a seasoned business leader and entrepreneur with extensive experience in strategic planning, business development, and organizational growth. With a proven track record of driving results across multiple industries, Bill brings valuable insights into leadership, innovation, and sustainable business practices.
Where to find Bill• Website: https://www.frontlinesourcegroup.com
• LinkedIn: https://www.linkedin.com/in/billkasko/
• Instagram: https://instagram.com/frtline
• YouTube: https://www.youtube.com/@frontlinesource
View all episodes
By Mark WormgoorHiring has become one of the hardest problems CTOs and CIOs face, and most tech leaders are still using a playbook that no longer works.
There is no longer a deep talent pool. Long interview processes lose top candidates. Remote work has changed what “good” looks like. And AI is forcing leaders to rethink experience, roles, and team design entirely.
In this episode, Mark Wormgoor speaks with Bill Kasko, President and CEO of Frontline Source Group, a national staffing and executive search firm. Bill began his career in IT security and infrastructure before spending more than 20 years helping companies hire and scale teams, giving him an expert view of what actually works in today’s market.
You’ll learn:
- Why there is no longer a true “talent pool”, and how to hire without one
- How to design tech roles around outcomes instead of outdated requirements
- Where great tech talent actually comes from today
- How remote work has changed hiring signals and expectations
- Why adaptability matters more than years of experience in the AI era
- The one leadership habit that consistently separates strong tech teams from weak ones
If you’re a CTO, CIO, or senior tech leader and you frequently need to hire, this episode will help you rethink how you build teams.
Chapters00:00 Starting Out in IT
08:29 Infrastructure and Security Today
15:46 Where To Start With Recruitment
24:34 What's The Secret with Recruitment
30:50 Approaching Remote Work
36:56 The Hiring IT Landscape
42:33 Hiring In Today's Market
46:52 Hiring Retention
50:26 Communication is Important!
About BillBill Kasko is a seasoned business leader and entrepreneur with extensive experience in strategic planning, business development, and organizational growth. With a proven track record of driving results across multiple industries, Bill brings valuable insights into leadership, innovation, and sustainable business practices.
Where to find Bill• Website: https://www.frontlinesourcegroup.com
• LinkedIn: https://www.linkedin.com/in/billkasko/
• Instagram: https://instagram.com/frtline
• YouTube: https://www.youtube.com/@frontlinesource