Hiring Is Broken for Tech Leaders. Here’s What Actually Works Today ft. Bill Kasko episode artwork

EPISODE · Jan 30, 2026 · 53 MIN

Hiring Is Broken for Tech Leaders. Here’s What Actually Works Today ft. Bill Kasko

from The CTO Compass

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there is no longer a true “talent pool”, and how to hire without oneHow to design tech roles around outcomes instead of outdated requirementsWhere great tech talent actually comes from todayHow remote work has changed hiring signals and expectationsWhy adaptability matters more than years of experience in the AI eraThe one leadership habit that consistently separates strong tech teams from weak onesIf 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 IT08:29 Infrastructure and Security Today15:46 Where To Start With Recruitment24:34 What's The Secret with Recruitment30:50 Approaching Remote Work36:56 The Hiring IT Landscape42:33 Hiring In Today's Market46:52 Hiring Retention50:26 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

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Hiring Is Broken for Tech Leaders. Here’s What Actually Works Today ft. Bill Kasko

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