Jill Tarallo

Chief Operating & AI Transformation Officer
Rollick, Inc.
Alpharetta, GA 30009

Jill Tarallo is a dynamic C-suite business leader and AI-driven Chief Operating Officer with over 30 years of experience in operations and executive leadership. As Chief Operating and AI Transformation Officer of Rollick, Inc., she has driven the company from pre-product stages to a scale-up enterprise, earning recognition on Inc. 5000’s Fastest-Growing Private Companies list for three consecutive years and securing a spot on the Financial Times America’s Fastest-Growing Companies. A recognized thought leader in AI transformation and enablement, Jill has spearheaded initiatives that optimize organizational performance and accelerate innovation. She has successfully implemented AI autonomous agents, built a Customer Success Center of Excellence, and introduced frameworks like OKRs, Scaling Up, and EOS to enhance execution and accountability. Her strategic focus combines operational rigor with human-centered leadership, emphasizing empathy, empowerment, and the cultivation of future leaders across the company. Beyond her corporate achievements, Jill is deeply engaged in the broader COO and AI communities. She serves as Chair of the COO Forum’s Selection Committee, mentors women across industries, and contributes to initiatives exploring the future of leadership in the age of AI. A graduate of Harvard Business School’s Certificate of Specialization in Strategy and MIT Professional Education’s Applied Agentic AI program, Jill blends rigorous strategic insight with practical operational expertise, making her a sought-after advisor, speaker, and investor in technology-driven enterprises.


In parallel, Jill serves as Chair of the Selection Committee for the COO Forum, where she helps curate a high-caliber community of COOs and senior operators, fostering an environment of peer-to-peer learning, strategic rigor, and real-time problem solving. Her leadership has helped shape the forum into a trusted space where executives can pressure-test decisions, align strategy with execution, and navigate the increasing complexity of scaling organizations in an AI-driven world. 


Jill is widely regarded as a leading voice on AI transformation and enablement with a focus on embedding AI into core operating models, not as a standalone initiative, but as a driver of enterprise value, productivity, and competitive advantage. She has led the deployment of autonomous AI agents and developed scalable frameworks that align strategy, execution, and accountability, positioning organizations to thrive amid rapid technological change. 


Beyond her corporate leadership, Jill is the Founder and CEO of Angels in Wonderland, where she advises CEOs and executive teams on executing their vision with precision and clarity. Her work spans strategic execution, leadership development, organizational design, and AI transformation. She partners closely with leaders to translate ambition into action, ensuring that strategy is operationalized, teams are aligned, and organizations are built to scale sustainably in a technology-driven future. 


Through her combined impact across enterprise leadership, executive advisory, and thought leadership, Jill Tarallo is helping define what it means to lead with both discipline and humanity in an AI-enabled world, making her a standout candidate for Women of Influence recognition.

• Applied Agentic AI for Organizational Transformation
• Intensive on Agentic AI
• Strategic Coach
• AI Leadership Accelerator
• AI Mastery & Chief AI Evangelist Certification
• Business Masterclass & Artificial Intelligence (AI) Skunkworks - Rinse & Repeat
• Exponential Mastery Member / Abundance 360 Attendee - Peter Diamandis
• Kane Minkus- AI Assisted Consulting - In Process
• Kane Minkus- AI Assisted Agency Accelerator (AI Implementation) - In Process
• Kane Minkus- Leadership & Cultural Technology Adoption Certification - In Process
• Kane Minkus- AI Assisted Entrepreneur
• EOS Integrator Masterclass
• Scaling Up Masterclass
• John Maxwell Certified Speaker, Trainer, Coach
• Six Sigma Lean
• Strategy Execution
• Change Management Certificate
• Certified Integrative Nutrition Holistic Health Coach

• Robert Morris University - MBA
• Harvard Business School Certificate of Specialization in Strategy
• Harvard Data Science Initiative Intensive on Agentic AI
• MIT Professional Education Applied Agentic AI for Organizational Transformation

• Association for the Advancement of Artificial Intelligence
• Women in AI
• AI Leadership Collective
• Artificial Intelligence Community - Digital Entrepreneur.World
• C-Suite Network
• CHIEF
• COO Forum
• Customer Success Association
• Dean Graziosi
• LeadHERship Global
• SHRM
• The Hardy Club
• Tony Robbins

• Atlanta Ronald McDonald House Charities
• Special Olympics
• Children's Healthcare of Atlanta
• Open Hand Atlanta

Q

What do you attribute your success to?

I attribute my success to a consistent focus on closing the gap between vision and execution.


Many organizations don’t struggle with strategy; they struggle with translating that strategy into clear priorities, aligning teams, and consistently executing. My strength has been in building the structure, cadence, and accountability that turn ideas into measurable outcomes.


A critical part of that is hiring A-players and empowering them to operate at a high level. I believe great organizations are built by strong leaders who are trusted to make decisions, take ownership, and drive results. When you combine clarity with high-caliber talent, execution accelerates significantly.


More recently, I’ve applied this same approach to AI transformation and enablement, embedding AI into the operating model to drive speed, productivity, and competitive advantage while maintaining the human judgment that ultimately determines success.


At its core, my success comes down to a simple principle: making strategy executable and building teams that can scale it.

Q

What’s the best career advice you’ve ever received?

The best advice I’ve received is, "Don't just do your job; own the outcome.” It sounds simple, but it fundamentally changed how I lead. It shifted my focus from activity to impact by taking responsibility for what actually moves the business forward.


Over time, I’ve come to believe that ownership alone isn’t enough. The most effective leaders pair accountability with humility, empathy, and a genuine commitment to empowering others. What were once considered “soft skills” are, in reality, the hardest and most consequential levers of performance. When people feel trusted, seen, and supported, they don’t just execute, they take ownership themselves, and that’s when leadership begins to scale.


And with that comes a responsibility to give back. None of us gets to where we are alone. Mentorship, guidance, and the willingness to invest in others are what create enduring leadership. Paying it forward isn’t separate from success; it’s what sustains it.

Q

What advice would you give to young women entering your industry?

Don’t wait to feel ready; step into ownership early. The most important shift you can make in your career is moving from executing tasks to owning outcomes. Raise your hand for problems that matter, not just work that’s assigned. That’s where growth happens and where you begin to differentiate yourself.


At the same time, be intentional about the environments you choose. Surround yourself with leaders and teams that value performance, but also respect how you lead. You don’t have to conform to a single leadership style to be effective. Some of the qualities that may have once been underestimated (empathy, collaboration, and the ability to build trust) are now among the most powerful advantages you can bring.


Invest in your development continuously, especially in areas shaping the future of work, like AI. You don’t need to be technical, but you do need to understand how to apply it to drive better decisions, faster execution, and stronger outcomes.


And finally, don’t do it alone. Seek out mentors, build strong peer networks, and when the time comes, extend a hand back. The strongest leaders create pathways for others as they rise.


If I had to distill it into one sentence: Own your impact, choose your environment wisely, and build others as you grow.

Q

What are the biggest challenges or opportunities in your field right now?

One of the biggest opportunities and challenges is navigating the new organizational dynamic in the age of AI. AI is rapidly taking on routine and repeatable work, but what’s emerging is even more powerful; it’s amplifying the uniquely human capabilities that drive real differentiation: creativity, critical thinking, judgment, and relationship-building. The organizations that recognize this shift have an opportunity to fundamentally redesign how work gets executed.


This isn’t about replacing people; it’s about elevating them. AI frees teams from low-value tasks, creating space for deeper customer connection, more strategic thinking, and higher-impact contributions across the organization.


The challenge is that this requires a different kind of leadership. It’s not enough to adopt AI tools; you have to intentionally orchestrate how humans and AI work together. That means rethinking roles, empowering teams to operate at a higher level, and building an operating model that captures both efficiency and human potential.


The leaders who get this right won’t just drive productivity gains; they’ll unlock a level of performance and innovation that hasn’t been possible before.

Q

What values are most important to you in your work and personal life?

At the core, everything I do is grounded in three values: integrity, ownership, and empowerment.


Integrity is the foundation: it’s about doing what you say you’ll do, leading with transparency, and making decisions you can stand behind. It builds the trust that everything else depends on.


Ownership is how I operate. I believe in taking full responsibility for outcomes, not just effort. It creates clarity, drives momentum, and sets the standard for how teams perform and grow.


Empowerment is how I scale that impact. When you lead with humility and empathy and truly trust people to step into ownership themselves, you unlock something far more powerful than execution; you unlock potential.


To me, leadership is not just about results. It’s about how you achieve them and who you elevate along the way. If you get those three things right, performance follows and impact compounds.


Locations

Rollick, Inc.

Alpharetta, GA 30009