CTO Confessions Brought to you by IT Labs

In this episode of CTO Confessions, the conversation dives deep into the intersection of technology and the legal realm. Featuring insights from Alex Bazin, listeners are granted a look under the hood of the legal world, revealing the transformative effects of AI and tech innovations. Bazin's candid discussion offers listeners invaluable leadership insights and communication strategies. For those aspiring to climb the tech leadership ladder, this episode is packed with actionable advice, book recommendations, and perspectives that challenge conventional thinking. Key takeaways from the podcast are: - AI Streamlining - AI and technology are streamlining legal processes, enhancing accuracy and eliminating mundane tasks for junior staff. - Leadership Balance - Effective leadership balances trust with communication, avoiding micromanagement yet maintaining alignment. - Business First - Successful tech leadership prioritizes business needs, leveraging diverse tools to address specific challenges. Our Guest: Alex Bazin LinkedIn: https://www.linkedin.com/in/alex-bazin/ Website: https://www.lewissilkin.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

In this enlightening episode of CTO Confessions, TC Gill dives deep with Benny Keinan, VP of R&D at Windward, a tech veteran who's seen the evolution from Commodore gaming to leading the R&D at Windward, a maritime tech giant. Benny shares his passion for startups, the transformative power of APIs, and the importance of people in any tech journey. He emphasizes the strength in admitting what you don't know and the value of continuous learning. Join us as we sail through Benny's tech voyage and gather pearls of wisdom from his vast experience. Key takeaways from the podcast are: - The Power of APIs - how they can be really transformative, especially when they're flexible and powerful. They allow for innovation on top of innovation, opening up possibilities that even the creators hadn't imagined. - People Over Everything - The right team can make or break a project. It’s important for oneself to be surrounded with individuals who prioritize doing the right thing over politics or personal gain. - Strength in Admitting Ignorance - The power of saying "I don't know." Is immense. It's a sign of strength and confidence, paving the way for continuous learning and growth. Our Guest: Benny Keinan LinkedIn: https://www.linkedin.com/in/bkeinan/ Website: https://windward.ai/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

Jon Santee, Senior Director of Information Technology Operations at iRhythm Technologies, discusses the evolving concept of work-life flow, challenges of security in tech, and transitioning to a leadership role. Highlights include authentic leadership, ownership and humility, and knowing when to pivot.

In this episode of CTO Confessions, TC Gill welcomes Casper Rasmussen, CEO, CTO, and co-founder of Monta, a company building software for electric vehicle charging. Casper shares his journey from gaming to programming, his passion for road biking, and the evolution of his leadership style. The conversation dives into Monta's growth, the challenges of onboarding customers, and balancing current problems with future planning. Don’t miss out on Casper's insights into transitioning from a technical to a business leader and the importance of mentorship and asking questions! Key takeaways from the podcast are: - Emphasize Onboarding and Understand the Purpose: Properly onboard team members and ensure alignment with the company's mission. Understanding and communicating the core mission will align individual efforts with broader goals, fostering development and customer-centricity. - Iterate and Don’t Fear Failure: Don't wait for the "perfect" idea to start. Choose a market you believe in and begin iterating. Initial ideas may evolve, and that's normal. Embrace failures as learning opportunities and continuously adapt for success. - Balance and Charisma in Leadership: Cultivate charismatic leadership while recognizing the importance of work-life balance. The ability to "switch off" from work emphasizes the need for balance in leadership, contributing to sustained success and personal well-being. Our Guest: Casper H. Rasmussen LinkedIn: https://www.linkedin.com/in/casper-h-rasmussen-63b13922/ Website: https://monta.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

In this captivating episode of CTO Confessions, host TC Gill sits down with Paul Dorney, CTO at BOSSCAT an inspiring tech leader, to delve into a remarkable journey filled with startup experiences, both challenging and triumphant. Paul's unwavering passion for problem-solving and servant leadership shines through as he shares invaluable insights on building a collaborative and inspiring work environment. Join them as they explore how Paul's team at BOSSCAT is revolutionizing the home ownership experience, leveraging technology to simplify maintenance and renovation tasks. Discover how they empower homeowners and contractors alike to save time and enhance productivity. Key takeaways: - Foster Open Communication: Cultivate a culture of open communication and idea sharing among team members. Stay connected to the team, encourage asking questions, and seek input from diverse perspectives to fuel innovation and creativity. - Cultivate Servant Leadership - Be a leader who values and supports the team's growth and excitement. Find intriguing projects and problems for them to tackle, fostering a collaborative and engaged environment. - Build Strong Foundations - Tackle growing pains in companies by implementing robust systems and thorough documentation. Maintain meeting discipline in Agile practices, focusing on concise and effective sessions for increased efficiency and communication. Our Guest: Paul Dorney LinkedIn: https://www.linkedin.com/in/pauldorney/ Website: https://bosscathome.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

An episode which can be described simply as ‘enlightening’, TC Gill engages in a captivating conversation with Andrei Lopatenko, the VP of Engineering at Zillow, as they explore the critical elements of cultivating a culture of innovation and continuous learning in the realm of tech leadership. Andre shares his journey from an individual contributor to a tech leader, emphasizing the importance of mentorship and embracing challenges. Drawing from his experiences at Google, he highlights the significance of transparent communication, fearlessness, and open-mindedness in promoting innovation. Andre discusses how he brings these learnings to Zillow, aligning team missions with the company's strategy. Key takeaways: - Fearlessness and Openness Culture - Foster a culture that embraces fearlessness and openness, encouraging transparency, open communication, and learning from failures for enhanced innovation and team performance. - Continuous Alignment with Company Mission - Regularly align team missions, visions, and strategies with the overall company mission to focus on high-impact initiatives and drive effective contributions to the organization's growth. - Embrace Continuous Self-Development - Commit to continuous self-development as a tech leader or CTO to stay updated with industry trends, improve skills, and inspire teams for sustained success. Our Guest: Andrei Lopatenko LinkedIn: https://www.linkedin.com/in/lopatenko/ Website: https://www.zillow.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

In this captivating episode, TC Gill engages in a thought-provoking conversation with Nick Peddy, the Chief Technology Officer at CLEAR, exploring the dynamic realm of technology leadership and the intriguing biometric security industry. With a wealth of experience and wisdom, Nick delves into the essence of servant leadership, stressing the significance of trust, open communication, and cultivating team growth. Amidst the challenges of company growth and compliance, Nick shares valuable advice on optimizing the hiring process, encouraging tech leaders to embrace challenging roles for personal growth. This episode is a true gem, empowering tech leaders to view software engineering as an art and inspiring teams to thrive in the ever-evolving tech landscape. Key takeaways: - Embrace Challenges & Growth Opportunities - Tech leaders should fearlessly take on challenging roles to foster personal and professional growth, driving innovation and discovering new solutions. - Foster Trust & Open Communication - Cultivate a culture of trust and open communication within the team to encourage collaboration, idea-sharing, and support. - Prioritize Face-to-Face Connections - Recognize the value of in-person interactions, even in remote work environments, as they enhance creativity, team dynamics, and meaningful connections. Our Guest: Nick Peddy LinkedIn: https://www.linkedin.com/in/nickpeddy/ Website: https://www.clearme.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

Join us in this exciting episode as we sit down with Andrew Philips, the CTO of Skyscanner, a leading player in the online travel search and comparison market. Discover how Skyscanner goes beyond the traditional flight search experience, aiming to inspire travelers, as well as Andrew shedding light on the challenges of scaling the business and maintaining efficiency with a lean team. Furthermore, you can also learn about his journey in the world of tech – from his beginnings all the way to today, coupled with everything he’s learned, and his advice worth its weight in gold! Key takeaways from the podcast are: - Grant autonomy with boundaries - empower your teams to make decisions within their expertise while setting clear guidelines to maintain alignment. - Streamline processes for efficiency - optimize workflows, remove bottlenecks, and automate tasks to maximize productivity and drive business growth. - Leverage AI practically - focus on practical applications of AI to bring tangible benefits to your products or services, like Skyscanner's use of AI to enhance user experiences and provide personalized recommendations. Our Guest: Andrew Phillips LinkedIn: https://www.linkedin.com/in/andrewjhp/ Website: https://www.skyscanner.net/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

“Imagine a world where people of all ages and walks of life, have access to similar knowledge, resources, and can gain new insights and skills, where everyone who wants to get an education is able to access and complete their degrees.” - this is one thing that the guest on this episode, Michelle Lee, CTO at ITHAKA, said during the episode, and it’s just one of the many gems she dropped in our short but incredible conversation we had around her life, her work, and her journey in the world of tech! Key takeaways from the podcast are: - A customer-centric approach is essential for effective technology leadership, emphasizing the importance of understanding and meeting the needs of users to drive innovation and achieve long-term success. - Embracing failure as a learning opportunity: Learning from failures and mistakes is crucial for personal and professional growth, and it's something that you need to embrace throughout your entrepreneurial journey. - The significance of passion and purpose: Pursuing a venture driven by a genuine passion for making a positive impact in the world can be a driving force for success. Our Guest: Michelle Lee LinkedIn: https://www.linkedin.com/in/michellelee1/ Website: https://www.ithaka.org/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)

We often see people going against the odds, achieving the unthinkable, and pushing boundaries, but how often do you see someone making it their life's work and being successful at it? Meet Robert Mannino, CTO of Sanguina – a biotech company that develops tools to help people act on their health through accessible science and technology. Rob sat down with me, as we talked about his struggle with anemia, the work he’s been doing for Sanguina, and his journey in tech – from his early days to today. Key takeaways from the podcast are: - Look around your teams for a solution, before you look for it outside of your company - Exhaust options before you declare something a failure – especially when the outcome is difficult to predict - Learn from the leaders you admire, and you’ll grow in the right direction Our Guest: Robert Mannino LinkedIn: https://www.linkedin.com/in/robert-mannino-phd-53127155/ Website: https://sanguina.com/ Intro and background music: Craig MacArthur - Power Shutoff (www.youtube.com/watch?v=x74iB_jtauw)