In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews David Darmstandler, co-CEO and co-founder of Datapath, a managed IT and security company. They discuss the challenges of scaling a technology business, particularly in the managed services sector. David shares insights from Datapath's journey since its inception in 2005, emphasizing the importance of effective leadership, team management, and financial literacy. Key topics include the value of mentorship, the role of advisory boards, and the necessity of tough conversations to foster a culture of openness and continuous learning. For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn. Introduction to the Podcast (00:00:02) Julian Castelli welcomes listeners and introduces the podcast's purpose and focus on tech leadership. Guest Introduction (00:01:17) Julian introduces David Darmstandler, co-CEO of Datapath, highlighting his entrepreneurial background and company's achievements. Overview of Datapath (00:02:21) David explains Datapath's services, focusing on managed IT and security for various sectors including healthcare. Customer Profile and Needs (00:02:41) Discussion on the typical customer profile and how Datapath supplements existing IT teams. Managing Complex IT Infrastructures (00:04:06) David describes the complexities of managing IT for large organizations and the importance of strategic support. Growth with Startups (00:05:20) David shares experiences working with startups and the excitement of supporting their growth. Consequences of IT Failures (00:05:52) David emphasizes the impact of IT failures on customer trust and brand reputation. Innovating with AI (00:06:40) Discussion on the role of AI in enhancing Datapath's services and future innovations. Early Days of Datapath (00:07:47) David recounts the humble beginnings of Datapath, starting with minimal resources in 2005. Scaling the Business (00:08:08) Julian questions how Datapath scaled from a small startup to a significant player in the industry. Challenges at the $5 Million Mark (00:10:38) David discusses the challenges faced when reaching $5 million in revenue and the need for strategic changes. Identifying Leadership Challenges (00:12:23) David reflects on realizing the team's readiness for growth and the need for strategic thinking. Scaling Strategy and Efficiency (00:13:14) David compares scaling to a race car, emphasizing the need for efficiency and shedding unnecessary weight. Recognizing Skill Gaps (00:14:06) Discussion on the common struggle of entrepreneurs lacking diverse skill sets necessary for scaling. The Role of Coaching (00:15:13) David explains how bringing in a coach helped identify micromanagement issues and improve team dynamics. The Importance of Seeking Help (00:16:46) Discussion on the challenges of seeking coaching and the founder's reluctance to ask for help. Catalysts for Change (00:17:26) David shares how hitting a plateau created pressure, leading to the decision to seek coaching. Mentorship and Coaching (00:18:22) The value of having mentors and being a mentor, emphasizing mutual growth and learning. Partner Alignment on Coaching (00:19:12) Exploring how David and his partner reached a consensus on hiring a coach. Accountability in Leadership (00:21:33) The significance of accountability for leaders and the benefits of involving coaches with team members. Advisory Boards for Guidance (00:22:41) The role of advisory boards in providing accountability and guidance for private companies. Building an Engine for Scale (00:23:12) Transitioning from a small to a scalable organization and the need for operational changes. Understanding Financial Metrics (00:24:01) The necessity for entrepreneurs to grasp financial metrics and their impact on business success. Investing in Financial Education (00:24:40) David discusses pursuing education in finance to better understand and manage business finances. Learning from Financial Statements (00:25:07) The importance of analyzing financial statements to improve business positioning and decision-making. Critical Metrics for Success (00:26:32) Identifying and aligning on critical business metrics to drive operational efficiency and growth. Addressing Team Composition (00:28:16) David reflects on the importance of having the right people in the right roles for organizational success. Having Tough Conversations (00:29:01) The need for leaders to engage in difficult conversations about team fit and performance. Relief from Honest Discussions (00:30:51) The positive outcomes of open communication, leading to clarity and alignment within the team. Here are the extracted timestamps and their corresponding titles: Creating a Safe Space for Conversations (00:32:24) Discusses the importance of open-ended ...