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CTO Confessions Brought to you by IT Labs

Latest episodes

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Mar 7, 2025 • 58min

Episode 170: The Intersection of Emotion and Technology with Armen Berjikly

In this episode, we explore how emotions and technology work together to support employee growth. Tune in for a thoughtful discussion on what happens when technology meets emotions within the context of an organization. Key takeaways from the podcast are: - Aligning executive vision with employee execution fosters a unified direction. - Unstructured company survey language reveals emotions and intent, now decipherable with technology. - Encouraging risk-taking empowers employees to experiment and grow. - Balancing uniqueness with shared experiences enhances relevance and appeal. Our Guest: Armen Berjikly LinkedIn: https://www.linkedin.com/in/armenb/ Website: https://www.betterup.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)
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Feb 20, 2025 • 59min

Episode 169: Designing Culture with Data at the Core with Matt Culver & Nomaan Ahmed

In this episode of CTO Confessions, TC Gill talks with engineering leaders Matt Culver & Nomaan Ahmed from Super.com about how data-driven decision-making shapes both engineering and company culture. They explore the role of data in leadership, team dynamics, and fostering a strong workplace culture. Key Takeaways: - Measuring the right things, even intangibles like happiness, helps build a strong organizational foundation. - Leaders must listen, adapt, and embrace feedback to avoid blind spots and poor decisions. – Hiring for cultural alignment and fostering organic team connections strengthens the workplace. Success depends on a team-driven mindset, the ability to pivot, and a shared vision. Our Guests: Matt Culver & Nomaan Ahmed LinkedIn: https://www.linkedin.com/in/mattculver/ & https://www.linkedin.com/in/nomaanahmed/ Website: https://www.super.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)
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Feb 18, 2025 • 1h

Episode 168: What Makes a Great Tech Leader with Savas Karas

What makes a great tech leader? Savas Karas, CTO of CAPREIT, believes it starts with kindness, support, and open feedback loops. In this episode of CTO Confessions, he shares how fostering a strong culture helps teams stay motivated, aligned, and unafraid of challenges. Key takeaways from the podcast are: - A shared vision keeps teams focused on meaningful goals. - Honest feedback leads to better decisions and stronger teams. - Embracing failure encourages innovation and growth. - Kindness builds trust, the foundation of great leadership. Our Guest: Savas Karas LinkedIn: https://www.linkedin.com/in/savaskaras/ Website: https://www.capreit.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)
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Feb 14, 2025 • 43min

Episode 167: The Complex Role of Leadership in Tech with Daniel Natic

In this episode of CTO Confessions, our host TC Gill and guest Daniel Natic dive into the complex role of leadership in tech, exploring the balance between managerial expertise and deep technical knowledge. Key takeaways from the podcast are: - Tech leaders must stay sharp. Keep up with trends, drive change, and understand your team’s decisions. - Treat tools as resources, set aside ego and focus on efficiency. - Challenge the status quo. Streamlining operations is key; change is inevitable, lead it. Our Guest: Daniel Natic LinkedIn: https://www.linkedin.com/in/daniel-natic/ Website: https://finquery.com/careers/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)
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Feb 7, 2025 • 50min

Episode 166: Strategies for Crafting Educational Solutions with Todd Ellermann

In this episode of CTO Confessions, we explore the dynamic relationship between educational standards, student engagement and the role of artificial intelligence. Listen to Todd Ellermann’s perspective on how these elements intersect and how they are shaping the future of EdTech. Key takeaways - EdTech companies must understand state-specific standards to succeed in U.S. K-12 education. - Engaging students used to TikTok-like content is a growing challenge. - AI in assessments sparks debates on integrity, skills mastery, and EdTech’s role. Our Guest: Todd Ellermann LinkedIn: https://www.linkedin.com/in/toddecus/ Website: https://www.imaginelearning.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)
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Jan 24, 2025 • 48min

Episode 165: How to Structure a Growing AI Company with Yaron Inger

On this episode of CTO Confessions, our host, TC Gill, is joined by Yaron Inger, Founder of Lightricks, who reveals the unfiltered story behind scaling an AI-driven company. Yaron shares the lessons learned during their growth, emphasizing the importance of managing cashflow, deciding to change their business model and navigating all major growth challenges while staying humane and making difficult decisions. Key takeaways from the podcast are: - Drive meaningful transformation by anchoring your efforts to clear, purpose-driven goals rather than change for its own sake. Prioritize initiatives that align with the business’s strategic vision to avoid unnecessary disruptions and ensure resources are allocated effectively. - Begin with a deep understanding of what the business needs to achieve. This clarity is much needed to inform the design and implementation of the supporting technology. - Examine past actions and learn from the experiences of other organizations. Many valuable insights are hidden in previous efforts, offering opportunities to drive transformational change by leveraging what has already been tried and tested. Our Guest: Yaron Inger LinkedIn: https://www.linkedin.com/in/yaroninger/ Website: https://www.lightricks.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)
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Jan 10, 2025 • 56min

Episode 164: The Art of Organizational Transformation with Conlath Alcock

In this episode, our host, TC Gill, sits down with Conlath Alcock, Client CTO at T-Systems, to explore how understanding an organization’s current state and learning from the past can set the stage for a strong foundation and successful transformation.
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Dec 27, 2024 • 59min

Episode 163: Humble Leadership in Practice with Tim Vasil

In this episode of CTO Confessions, host TC and Tim Vasil, CTO of LeanTaaS, explore humble leadership, discussing Tim’s journey from solo contributor to leading high-performing teams, his approach to feedback, building a human-centric culture, and knowing when to delegate.
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Dec 20, 2024 • 47min

Episode 162: The Human Side Of Tech Leadership With Ivan Kusalic

In this episode of CTO Confessions, host TC Gill chats with Ivan Kusalic, CTO of green tech organization Enpal. Ivan’s diverse career has shaped his unique approach to tech leadership, rooted in curiosity, empathy, and a commitment to transparency and growth. He shares candid insights on leading in the renewable energy industry, inspiring tech leaders of all levels. Key takeaways from the podcast are: Curiosity and empathy: Drive innovation and connection. Transparency: Encourage feedback and learning from mistakes. Tech alignment: Bridge tech and business effectively. Our Guest: Ivan Kusalic LinkedIn: https://www.linkedin.com/in/ikusalic/ Website: https://www.ivankusalic.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)
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Nov 28, 2024 • 57min

Episode 161: A Fintech CTO's Playbook for Driving Sustainable Innovation with Skyler Nesheim

In this episode, TC, our CTO Confessions host, and Skyler Nesheim, the CTO of Dwolla, discuss the strategies and mindsets that have propelled his career in the competitive and dynamic world of FinTech. A hidden world that we all use without knowing it. Key takeaways from the podcast are: Develop a framework to prioritize core, unique technology that drives your business while leveraging SaaS solutions for non-core needs to enable responsible, sustainable growth. Utilize thoughtful questioning, such as "What problem are we solving?" and "What are we optimizing for?" to align teams, challenge assumptions, and drive better decision-making. Emphasize the value of documenting decisions, potential second-order effects, and leveraging mental models to improve collaboration, knowledge sharing, and future problem-solving abilities. Our Guest: Skyler Nesheim LinkedIn: Skyler Nesheim | LinkedIn Website: https://www.dwolla.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

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