Episode #259: Steven Holland

In Episode #259, Osi is joined by international security specialist Steven Holland to discuss what it truly takes to operate and survive the most dangerous places on the planet. Steven shares how his military background shaped his path into private security, firsthand insight from his work in conflict zones such as Gaza and Ukraine, and more.Steven Holland is a security professional with extensive experience operating in some of the world’s most challenging environments. He began his career as an Infantry soldier, where he built the discipline and practical skills that would guide his transition into private security. After his military service, Steven entered the private sector, taking on diplomatic and oil-and-gas security contracts that brought him back to Iraq and Afghanistan. His steady judgment and reliability quickly earned him a reputation as someone who could be trusted to work in high-risk, high-pressure settings. His work has since taken him to conflict zones including Ukraine and Gaza, where he has provided protection for leading journalists covering critical stories on the ground. In addition to his security roles, Steven has supported humanitarian operations in Gaza, helping coordinate essential food supplies and resources for communities in need. Throughout his career, Steven has built a path defined by steadiness, adaptability, and a commitment to keeping people safe.