
CTO Confessions Brought to you by IT Labs
Hi my name is TC, and I’m honored to be hosting the CTO Confessions podcast brought to you by IT Labs. In our podcast we tackle the subject of leadership, how to deal with hard issues facing your business and we try to get closer to the world of those fantastic women and men that hold it all together with different priorities that rarely get appreciated.
Join us in our biweekly podcast and have fun as we tackle the world of business and the CTO Life.
Brought to you by IT Labs.
Listen to all our podcats on:
iTunes: https://podcasts.apple.com/mk/podcast/cto-confession-brought-to-you-by-it-labs/id1507959613
Spotify: https://open.spotify.com/show/3LKhgOJSkRbbCn9agFCajC
Soundcloud: https://soundcloud.com/cto-confessions
Latest episodes

Apr 25, 2025 • 56min
Episode 175: Growing as a Leader by Taking Calculated Risks with Eric Levin
In this episode, Eric Levin shares his journey to becoming CTO and how taking calculated risks shaped his leadership style, one that's purpose-driven and people-focused.
Key takeaways:
- Why calculated risks are essential for growth
- How transparency can strengthen team dynamics
- Why embracing hard, boring tasks matters for leadership
Tune in for an honest look at leadership in action.
Important Risk Information:
GCM Grosvenor (NASDAQ: GCMG) is a global alternative asset management solutions provider across private equity, infrastructure, real estate, credit, and absolute return investment strategies. Investments in alternatives are speculative and involve substantial risk, including market risks, credit risks, macroeconomic risks, liquidity risks, manager risks, counterparty risks, interest rate risks, and operational risks, and may result in the possible loss of your entire investment. No assurance can be given that any investment will achieve its objectives or avoid losses. Past performance is not necessarily indicative of future results. The views expressed are for informational purposes only and are not intended to serve as a forecast, a guarantee of future results, investment recommendations or an offer to buy or sell securities by GCM Grosvenor. All expressions of opinion are subject to change without notice in reaction to shifting market, economic, or political conditions. GCM Grosvenor® and Grosvenor® are trademarks of GCM Grosvenor and its affiliated entities. ©2025 GCM Grosvenor L.P. All rights reserved.
Our Guest: Eric Levin
LinkedIn: https://www.linkedin.com/in/levin-eric/
Website: http://www.gcmgrosvenor.com
Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

Apr 23, 2025 • 46min
Episode 174: The Power of Technology & AI with Joe Hsy
In this episode, Joe Hsy shares his approach to leading with innovation while balancing the benefits and risks of emerging tech—especially AI and data privacy. From scaling teams without micromanaging to aligning technology with real business value, Joe offers thoughtful insights for every tech leader.
Key takeaways:
- Ethical use of data and building trust
- Balancing AI’s potential with its risks
- Leading without micromanaging
- Using tech to enhance in-location customer experiences
Our Guest: Joe Hsy
LinkedIn: https://www.linkedin.com/in/joehsy/
Website: https://inbound.raydiant.com/
Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

Mar 27, 2025 • 49min
Episode 173: Systematizing Chaos - The CTO’s Playbook with Rob Molchon
How do tech leaders build scalable, sustainable systems without descending into chaos? Rob Molchon, CTO of Vestwell, shares his insights on structuring order in fast-moving tech environments. We also take a quick trip down memory lane to see just how far tech has come.
Key takeaways from the podcast are:
– Clear ownership ensures tasks get done without constant oversight.
– Strong foundations start with the right team in the right positions.
– Change is inevitable; managing it wisely is key.
Our Guest: Rob Molcon
LinkedIn: https://www.linkedin.com/in/rob-molchon-2160652/
Website: https://www.vestwell.com/
Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

Mar 21, 2025 • 44min
Episode 172: Bridging the Gap Between Practical Engineering and Academia with Guy Yachdav
The tech sector can be highly specialized, especially for leaders in biotechnology. In this episode of CTO Confessions, host TC Gill chats with Guy Yachdav, Senior Director at Immunai. Tune in for insights into his leadership journey.
Key takeaways from the podcast are:
- Academia and tech intersect in exciting ways, like using machine learning to predict the unpredictable.
- Leadership in both fields means helping individuals transition, fostering self-leadership, and easing onboarding.
- Rapid tech changes demand easy-to-adopt tools and opportunities for hands-on learning.
Our Guest: Guy Yachdav
LinkedIn: https://www.linkedin.com/in/gyachdav/
Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

Mar 13, 2025 • 52min
Episode 171: Servant Tech Leadership in the Realm of Collectors with Dan Van Tran
In this episode of CTO Confessions, Dan Van Tran shares how AI and tech power the authentication of collectibles, from cards to video games. We explore AI-driven pricing, scaling tech teams, and servant leadership in a unique industry.
Key takeaways:
- AI’s role in authenticating and valuing collectibles
- Why emotions matter in price estimation
- The challenges of scaling and leading with transparency
Our Guest: Dan Van Tran
LinkedIn: https://www.linkedin.com/in/dantran/
Website: https://www.collectors.com/
Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

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)

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)

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)

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)

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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