In this episode of Leaders and Legacies, Craig Andrews sits down with Jeremy Fennema, founder of Fennema.io and a fractional CIO/CTO who helps growth-stage companies bring order to chaotic technology environments.

Jeremy explains why most companies struggle with technology—not because of poor tools, but because they lack strategy. Leaders often buy solutions to solve isolated problems, creating a patchwork of systems that don’t work together. Jeremy’s role is to step in, align technology decisions with business goals, and build a clear roadmap for execution.

He also breaks down the difference between tactical IT support and true technology leadership. Instead of simply fixing problems when systems fail, strategic leaders design environments where those problems rarely happen in the first place.

Jeremy also tackles one of today’s biggest leadership challenges: AI adoption. Too many companies start with the question, “How can we use AI?” when the real question should be, “What problem are we trying to solve?” Technology should follow strategy—not drive it.

Through stories from international business expansion and years of technology leadership, Jeremy shows how leaders can build systems that scale, reduce chaos, and support long-term growth.

Want to learn more about Jeremy Fennema's work? Check out their website at https://fennema.io.

Connect with Jeremy Fennema on LinkedIn at https://linkedin.com/in/fennema.

Think you'd be a great guest on the show? Apply at https://podcast.allies4me.com/podcast-guest/.

Want to learn more about Craig Andrew's work at allies4me? Check out his website at https://allies4me.com/.