Exiting Tech Businesses: Insights from Draven Draven, a seasoned tech entrepreneur, joined Michael to discuss his journey of building and successfully exiting two tech companies. The first was a software development agency that he scaled organically, and the second was a field service management business sold to a billion-dollar private equity group in July 2024. Draven shared valuable lessons on how taking outside investment impacts exit strategies, stressing the importance of market timing, investor expectations, and strategic foresight.

Resilience and Entrepreneurial Growth Draven opened up about his early life challenges, including being homeless at 18, and how those experiences shaped his mindset. Once something he hid, his story has now become a source of strength, teaching him resilience and empathy. Michael pointed out that Draven’s grounded approach to entrepreneurship reflects a focus on survival and practical outcomes rather than distractions. Draven shared how his mindset evolved from surviving to thriving—seeking growth and purpose beyond financial goals.

Journey to Personal Resilience Michael reflected on his own experiences of overcoming adversity, including a near-fatal heart attack and financial setbacks. These moments reinforced the importance of resilience and personal evolution. Both Michael and Draven agreed that while financial success matters, the deeper reward comes from self-development, expanding one’s potential, and learning through change. They discussed how continuous adaptation of tools, strategies, and mindsets is crucial for navigating both business and life’s transitions.

Klipboard.io’s Field Service Management Focus Draven shared insights into his company Klipboard.io, which was acquired by Carriage Commercial Systems in July 2024 and rebranded globally. Klipboard.io specializes in field service management software that empowers technicians in plumbing, HVAC, and fire equipment industries through digital tools for operations, quoting, scheduling, job management, invoicing, and accounting. Michael connected this to his own consulting experiences, emphasizing the importance of technology that simplifies processes instead of complicating them. Draven agreed, underscoring how meaningful it feels to deliver solutions that make technicians’ work more efficient and rewarding.

Benefits of Field Service Software Together, Michael and Draven explored how Klipboard.io’s platform helps field service teams streamline workflows and reduce operational bottlenecks. By automating manual processes, businesses can increase their capacity and focus on serving clients. Draven noted that many service companies still lack modern digital systems, making tailored solutions essential for improving productivity and profitability. Both emphasized the power of listening to users and designing around their real-world needs for stronger adoption and measurable results.

Collaboration and Feedback in Leadership Draven and Michael closed the conversation by discussing leadership, collaboration, and the importance of feedback in building great products and organizations. They highlighted that simplifying processes, including diverse perspectives, and inviting constructive input lead to better outcomes. Draven shared that surrounding himself with knowledgeable, thoughtful people has been key to his growth as both a leader and entrepreneur.

Connect with Draven Listeners can connect with Draven via his LinkedIn profile or his personal website. Learn more about Klipboard.io’s field service management solutions at klipboard.io.