In this episode of the Growth Elevated Leadership Podcast, host Julian Castelli interviews Rob Silas, co-founder and CEO of ObservePoint. Rob details his journey in establishing ObservePoint, a Tech Company focused on data privacy and governance in marketing technology. He discusses the initial challenges of finding product-market fit, securing enterprise customers, and the funding journey. Rob also highlights the importance of building a strong company culture and shares lessons learned, such as the value of mentorship and maintaining mental and physical health. The episode offers valuable insights for tech leaders and entrepreneurs navigating their own growth journeys. For more resources on how to be a a better leader in business, please visit us at GrowthElevated.com, and follow us on LinkedIn. Timestamps: Introduction to the Podcast (00:00:02) Julian introduces the Growth Elevated Leadership Podcast and its purpose of sharing insights from tech leaders. Introduction of Rob Seolas (00:01:20) Julian welcomes Rob Seolas, highlighting his achievements and role as co-founder and CEO of ObservePoint. Background on ObservePoint (00:02:31) Rob shares the inception of ObservePoint and its focus on data privacy and governance in marketing technology. Catalyst for Starting ObservePoint (00:03:28) Rob discusses the initial market pain points that drove the creation of ObservePoint, focusing on martech governance. Challenges in Martech Implementation (00:04:34) Rob explains the complexities faced by marketers managing various martech technologies on their websites. Finding Product-Market Fit (00:05:53) Rob recounts the journey to discover product-market fit, highlighting their first major customer, Turner. Bootstrapping and Early Challenges (00:07:37) Rob reflects on the challenges of bootstrapping and the difficulties faced with a lightweight product for heavyweight clients. Raising Capital (00:10:09) Rob discusses the decision to seek capital due to competition and the need for resources to grow. Series A Funding Experience (00:11:10) Rob shares insights from their successful Series A funding round and their growth trajectory post-funding. Preparing for Series B (00:12:16) Rob outlines the milestones that indicated readiness for a Series B funding round, including customer growth. Technology Challenges and Growth (00:13:22) Rob describes the technical challenges faced while scaling ObservePoint and the impact on customer retention. Advice for Overcoming Challenges (00:14:55) Rob offers advice on managing technology development and scaling effectively in a competitive market. Proud Achievements and Company Culture (00:17:20) Rob highlights significant accomplishments, including awards and the strong corporate culture at ObservePoint. Company Culture and Connections (00:18:18) Rob reflects on the enjoyable work experience and strong connections formed at ObservePoint. Transition to Auto (00:19:05) Julian prompts Rob to share his experience with a new business called Auto post-COVID. Rebranding Auto (00:19:17) Rob discusses rebranding the company from "First Secure Administrators" to "Auto" for better market alignment. Challenges in the Automobile Industry (00:20:29) Rob explains the instability in the auto market and the need for a tech-focused approach. Spinning Off Metrics AI (00:21:10) Rob shares the decision to create Metrics AI by extracting the tech side from Auto. Lessons from Experience (00:22:14) Rob reflects on the importance of finding coaches and expertise for business growth. The Importance of Coaching (00:23:19) Rob emphasizes the value of performance coaching for CEOs, comparing it to Olympic athletes. Finding the Right Coaches (00:24:26) Rob discusses the challenge of finding effective coaches and the perception of CEOs needing help. Transitioning to Coaching (00:25:07) Rob shares his experience with Petra, a coaching group focused on helping businesses scale. Scaling Executive Teams (00:26:25) Rob highlights the importance of executive teams evolving as businesses grow. Mental and Physical Health (00:28:40) Rob talks about the significance of longevity science and its impact on future leadership. Recommendations for Longevity (00:30:15) Rob suggests resources like Brian Johnson and David Sinclair for practical longevity advice. Key Aspects of Health (00:32:09) Rob outlines efficient exercise and diet strategies for maintaining health and longevity. Mental Health Awareness (00:33:10) Rob emphasizes the importance of mental and emotional health in overall well-being. Contacting Rob Seolas (00:33:53) Rob shares how listeners can connect with him via LinkedIn or email.