Leadership Built on Experience, Discipline, and Trust

Meet the experienced security professionals and operational leaders behind Blackmark Protection, the team shaping our standards in executive protection, residential security, protective intelligence, and discreet private security services.

Meet the Blackmark Leadership Team

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Kyle Klein

Founder and President

Kyle Klein is the Founder and President of Blackmark Protection, bringing more than 15 years of experience in security leadership, executive protection, physical security, and security risk management.

Throughout his career, Kyle has developed and managed complex security programs across higher education, healthcare, public sector environments, and leading technology companies, including Wealthsimple and Shopify. His background gives him a rare ability to align protection strategy with operational needs, ensuring security is not only effective, but integrated, discreet, and practical.

Kyle’s expertise spans executive protection, residential security, protective intelligence, crisis readiness, and the full security lifecycle for high net worth clients, families, organizations, and leadership teams. His approach is proactive and intelligence-driven, focused on identifying vulnerabilities early, reducing exposure, and building security frameworks that protect people, assets, privacy, and reputation.

A recognized leader in the security industry, Kyle serves as Associate Regional Vice President for ASIS Canada and holds the Certified Protection Professional designation. He is also actively involved in industry boards, committees, and community safety initiatives.

Kyle earned a business degree from Western University and a specialized certificate in Emergency Management, Threat, and Response Planning from Toronto Metropolitan University.

Under his leadership, Blackmark Protection is built on discretion, discipline, trust, and a commitment to delivering premium security solutions for clients who require confidence without disruption.

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Jack Keslassy

Head of Protective Services

Jack Keslassy serves as Head of Protective Services at Blackmark Protection, leading the development and execution of discreet protection programs for high-profile clients, executives, private families, and individuals facing elevated risk.

With a strong background in protection operations and high-risk security environments, Jack oversees the planning, coordination, and delivery of Blackmark’s protective services. His work includes client security strategy, personnel training, operational readiness, route planning, threat mitigation, and the management of protection teams across complex assignments.

Jack brings a calm, strategic, and adaptive approach to every engagement. His leadership ensures that each protection program is tailored to the client’s lifestyle, exposure level, vulnerabilities, and daily movement, allowing security to remain effective without disrupting how clients live or operate.

Through his role, Jack helps uphold Blackmark Protection’s standard of discretion, professionalism, precision, and trusted service across executive protection, personal security, residential protection, secure transportation, and high-risk client support.

Our Team of Advisors

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Jason Simpson 

Advisor, Travel Risk Management & Emergency Assistance

  • Jason Simpson brings over two decades of experience in the global security and risk management industry, with a career defined by operational excellence, trusted networks, and deep cross-sector expertise. He has built an expansive global network of risk professionals and security partners, enabling rapid, effective response to complex challenges anywhere in the world.

    Jason has managed and procured specialized security solutions for high-risk environments and high-value operations across a wide range of industries, including oil and gas, mining, logistics, aerospace, manufacturing, cannabis, retail, financial services, telecommunications, pharmaceuticals, government, entertainment, and education. His expertise spans both corporate and individual client needs, with a keen understanding of how risk manifests differently across operational landscapes.

    In recent years, Jason has focused his efforts on Travel Risk Management, helping organizations protect their people, assets, and reputations in an increasingly volatile global environment. He works with corporate travel departments, risk officers, and executive teams to implement proactive risk mitigation strategies, including pre-travel planning, crisis response, medical and security evacuations, and real-time threat monitoring.

    Jason holds a degree from Iona University in New Rochelle, New York, and is currently based in Canada. His commitment to client safety, strategic foresight, and operational readiness makes him a key member of Blackmark Protection’s advisory team.

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Zale Geller

Advisor, Luxury Travel Consultant


  • Zale Geller is the Co-Founder of Now Boarding Travel, a boutique luxury travel consultancy known for crafting unforgettable, precision-tailored travel experiences for discerning clients around the world. With a reputation for discretion, creativity, and deep industry access, Zale specializes in curating seamless, high-touch itineraries that prioritize both indulgence and security.

    As a strategic advisor to Blackmark Protection Inc., Zale brings his expertise to the intersection of luxury travel and personal safety. He plays a key role in designing elevated travel experiences that align with Blackmark’s mission to protect and support high-net-worth individuals and their families. From private aviation and secure ground transport to confidential destination planning and on-the-ground coordination, Zale ensures every client journey is both exquisite and secure.

    His insider knowledge, global connections, and intuitive understanding of risk and comfort make him an invaluable asset to the Blackmark Protection team and the clients they serve.

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Ken Kadonoff B. Comm,B.C.L., LL.B

Senior Business Advisor

  • Ken Kadonoff brings a wealth of experience to Blackmark Protection Inc., combining legal acumen with strategic business leadership. With degrees in Commerce (Concordia), Civil Law, and Common Law (McGill), Ken has cultivated a career that bridges the legal and business sectors seamlessly.

    Throughout his career, Ken has held significant business roles in various organizations. He served as Chairman, Chief Operating Officer, General Counsel, and Principal at many companies, including high tech, solar, consulting, and food service, to name a few. Ken can navigate complex business landscapes and foster innovation.

    Ken's expertise extends to forging strategic partnerships and guiding business development initiatives. His comprehensive understanding of corporate governance and risk management has been invaluable in steering organizations toward sustainable growth. Ken has also been a mediator in civil litigation since 2002.

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Willian (Bill) Berger

Advisor, Legal Services