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Our Leadership

Meet the founders who are revolutionizing cybersecurity compliance with affordable, accessible solutions for businesses of all sizes.

Founded in 2020, Overwatch Tools was born from a shared vision to demystify cybersecurity compliance and make it accessible to organizations that have traditionally been underserved by enterprise-focused solutions.

Meet Our Founders

The visionaries behind Overwatch Tools bring decades of combined experience in cybersecurity, compliance, and business leadership.

Raf Collado

Raf Collado

Co-Founder & Chief Executive Officer

Raf brings a remarkable track record of entrepreneurial success and strategic innovation to Overwatch Tools. As co-founder of Phacil, a government contractor with nearly $750M in contract value, and GetMyBoat.com, the world's largest boat rental marketplace, Collado has consistently demonstrated an exceptional ability to identify, develop, and scale transformative businesses. His deep expertise in cybersecurity and proven leadership in CMMC, NIST, and FedRAMP frameworks continues to drive our strategic vision forward.

Areas of Expertise:

CMMC Implementation Risk Management Compliance Strategy Defense Contracting

Professional Achievements:

  • Published author on practical cybersecurity compliance
  • Recognized speaker at industry conferences
  • Former advisor to DoD small business security initiatives
Rob Maupin

Rob Maupin

Co-Founder & Chief Technology Officer

Mr. Maupin is an accomplished technology and business leader with over 30 years of experience in cybersecurity and technology leadership. His extensive background includes 25 years in senior leadership roles across high-tech organizations, service providers, and government contracting firms, where he specialized in developing and implementing robust cybersecurity frameworks and compliance solutions. His deep understanding of both technical security requirements and business operations has been instrumental in helping organizations navigate complex regulatory environments while maintaining strong security postures.

Areas of Expertise:

Security Architecture Compliance Automation Cloud Security Secure Development

Professional Achievements:

  • Former security consultant for multiple government agencies
  • Contributed to NIST Special Publication 800-171 working group
Michael

Michael Islek

President and CTO

Michael brings over 35 years of expertise in architecting, building, and managing internet networks, infrastructure, and state-of-the-art software solutions. His extensive experience includes a decade of supporting the National Science Foundation, where he has been instrumental in architecting data and voice networks as well as on-premise and cloud (AWS) computing and storage infrastructure.

Areas of Expertise:

Network Architecture Cloud Infrastructure AWS Solutions Infrastructure Security

Professional Achievements:

  • Led major NSF infrastructure projects
  • Pioneered cloud migration strategies
  • Developed secure network architectures
  • Expert in infrastructure optimization

Our Core Values

The principles that guide everything we do at Overwatch Tools.

Accessibility

We believe cybersecurity compliance should be accessible to organizations of all sizes, not just those with enterprise budgets.

Simplicity

We transform complex compliance requirements into straightforward, actionable guidance that doesn't require specialized expertise.

Integrity

We maintain the highest ethical standards in our recommendations, never compromising security for convenience or profit.

Partnership

We view ourselves as partners in our clients' success, providing ongoing support beyond initial compliance achievements.

Our Mission

To democratize cybersecurity compliance by providing affordable, accessible solutions that enable organizations of all sizes to protect sensitive information and meet regulatory requirements without overwhelming their resources.

Our Vision

A future where cybersecurity compliance is no longer a barrier to entry for small and mid-sized businesses in the defense industrial base and other regulated industries, creating a more secure digital ecosystem for all.

Our Commitment to Excellence

  • Continuous learning and improvement in cybersecurity practices
  • Staying ahead of evolving compliance requirements and threats
  • Personalized solutions tailored to each client's unique needs
  • Transparent communication and no hidden costs
  • Building long-term relationships based on trust and results

Our Team Culture

At Overwatch Tools, we believe that our company culture directly impacts the quality of service we provide to our clients.

Collaborative Environment

Collaborative Environment

We foster an environment where ideas flow freely and team members support each other to deliver the best solutions for our clients.

Continuous Learning

Continuous Learning

We invest in ongoing professional development to ensure our team remains at the forefront of cybersecurity compliance expertise.

Work-Life Balance

Work-Life Balance

We believe that well-rested, balanced team members provide better service, which is why we prioritize sustainable work practices.

Join Our Team

We're always looking for talented individuals who share our passion for making cybersecurity compliance accessible to all organizations.

At Overwatch Tools, you'll work with industry experts on meaningful projects that help businesses protect sensitive information and meet regulatory requirements.

View Open Positions

Professional Growth

Structured career paths and mentorship opportunities

Comprehensive Benefits

Health, dental, vision, and retirement plans

Remote Flexibility

Hybrid work options to suit your lifestyle

Inclusive Culture

Diverse perspectives welcomed and valued

Ready to Work with Our Expert Team?

Let our founders and their team of specialists guide your organization through the cybersecurity compliance journey.