Craig Sherwood’s entrepreneurial journey began with a bold leap from employee to business owner. Supported by a family member, he secured initial funding and launched CyberSearch Ltd. to address a gap in the staffing industry. At the time, major players like Oracle and Microsoft focused on their own products, leaving clients without comprehensive expertise across multiple platforms.
Sherwood identified this need and positioned CyberSearch as the go-to provider for specialized talent in areas like mail migrations and cross-brand technology solutions. Within a year, he repaid the initial investment and established a foundation for sustained growth.
“What sets me apart is not just my ability to address immediate needs but my foresight in building lasting relationships,” he said. “I understand the power of referrals and have established a global network rooted in trust and longevity.”
Under Sherwood’s guidance, CyberSearch has grown from a family-funded venture into a global enterprise, achieving $30 million in revenue in 2024. The company’s evolution includes expanding beyond IT into markets such as accounting and finance, and embracing international opportunities with offices in Toronto and partnerships with industry leaders like Oracle and Accenture. By staffing 250–300 projects annually for a loyal client base, CyberSearch remains a cornerstone of efficiency and reliability in the staffing world.
Sherwood’s leadership philosophy centers on adaptability, innovation and trust. He has navigated challenges such as Y2K, the COVID-19 pandemic, and economic downturns with a focus on providing quality resources quickly and cost-effectively. Recognizing the role of technology in staffing, Sherwood integrated AI-driven solutions while maintaining a vital human touch.
Sherwood believes in celebrating achievements to inspire creativity and drive forward momentum. By fostering a culture of recognition, he has cultivated an environment where team members feel valued and motivated to excel. His mastery of listening skills further enhances CyberSearch’s culture, enabling deeper connections with employees, clients and candidates alike.
“Celebrating small wins and milestones with intention reinforces a culture of appreciation and fuels the desire to innovate,” he said. “When people feel valued and see their contributions acknowledged, they’re more inclined to think creatively and push for continuous improvement.”
Beyond business, Sherwood and his team actively give back to the community, volunteering with Feed My Starving Children and making annual donations to support their mission. “It’s not just about providing financial assistance; it’s about being actively involved in the community we serve,” he said. “We take pride in contributing our time and resources to make a positive impact.”