Nick Damoulakis
Founder of Orases / Author of the Digital Framework
Nick Damoulakis leads Orases, recognized by Gartner as an “Emerging Specialist 2024” and ranked among the Best US-based Software Development Companies by Clutch.co. With 25+ years in tech, Nick has guided over 500 mid-sized businesses and notable clients including the NFL, MLB, Kimberly-Clark, and Walter Reed Hospital through digital transformation. A five-time Inc. 5000 winner and BBB Torch Award recipient, Nick’s organization consistently ranks as a Best Place to Work across Fortune, Forbes, Glassdoor, Inc., and is certified as a Great Place to Work 2025. His proprietary Digital Framework has delivered remarkable results: 30% year-over-year growth, an industry-leading NPS of 85, and a remarkable 5% team turnover rate sustained over 15 years.



Speaking Topics
Topic
From AI Agents to Core Business Systems: How Visionaries & Integrators Can Ensure Every Tech Project Succeeds
In this dynamic session, Nick Damoulakis unveils why 60% of technology projects disappoint and how EOS® leadership teams can break this cycle. Learn a practical 8-consideration framework specifically designed for Visionary/Integrator partnerships to evaluate technology investments—from AI to core business systems. Drawing from the Orases Complex Change Framework and real-world case studies, Nick demonstrates how to avoid the confusion, resistance, and false starts that derail most initiatives. Leave with actionable tools to align technology decisions with your V/TO® goals and ensure your next project delivers meaningful results.
Key Takeaways:
- Master the Orases Complex Change Framework to identify and address the specific elements missing in your technology projects that lead to confusion, resistance, or false starts.
- Apply the 8-consideration BUILD vs BUY methodology to evaluate any technology investment—from AI tools to core business systems—with clear alignment between visionary goals and integrator implementation.
- Implement practical communication techniques that bridge the gap between Visionaries and Integrators, ensuring both roles contribute their strengths to technology decisions while avoiding the Strategy Gap where 53% of initiatives fail.
Topic
The invisible workforce - How CFOs, CEOs, and HR Directors Are Using AI Agents to Outperform Their Peers
In this transformative session, Nick Damoulakis reveals why leading executives are achieving breakthrough performance with AI agent workforces while competitors struggle with implementation. Gain exclusive insights into how CFOs, CEOs, and HR Directors deploy these invisible teams to revolutionize financial forecasting, strategic decision-making, and talent management with remarkable precision. Through Nick’s practical framework for AI deployment and compelling case studies, you’ll learn the critical distinction between merely accessing AI and masterfully directing it, the key differentiator of market leaders. Leave equipped with actionable strategies to build your own invisible workforce, align AI initiatives with strategic objectives, and create sustainable competitive advantages that consistently outperform industry benchmarks.
Key Takeaways:
- Master Nick’s AI Agent Deployment Framework to identify where intelligent automation delivers immediate value for executive functions while avoiding the integration challenges that commonly undermine AI initiatives.
- Apply the Executive AI Workflow Model to effectively incorporate AI agents into C-suite operations, creating seamless handoffs between human and AI responsibilities that amplify leadership capabilities.
- Implement advanced AI prompting techniques specifically designed for executive applications, enabling your leadership team to extract strategic insights and performance advantages that remain invisible to less sophisticated AI users.