Jeffery Stewart is a business technologist, strategist, and executive leader with a passion for helping companies leverage technology to drive business outcomes. As the Founder and CEO of SuccessITNow, he leads a premier technology advisory and consultancy firm that helps businesses harness cloud computing, cybersecurity, AI, and digital transformation to fuel growth, improve efficiency, and gain a competitive edge. With a strategic mindset and hands-on expertise, Jeffery is committed to aligning technology investments with business goals, ensuring companies get maximum ROI and long-term success.
With over 25 years of experience in technology consulting, strategic partnerships, and digital transformation, Jeffery has played a pivotal role in shaping IT strategies for enterprises across industries. Before launching SuccessITNow, he led and supported strategic consulting teams and alliance growth initiatives valued at over $1.4B, pioneering innovative customer engagement models and business transformation strategies.
Throughout his career, Jeffery has:
✅ Led business and technology acquisition initiatives worth over $100M, driving 20-30% operational cost savings and 30% capital savings on IT investments.
✅ Built strategic partnerships with 30+ technology vendors, resulting in 15-30% revenue growth with 25%+ % profit margins.
✅ Helped companies optimize IT operations, implement cloud-first strategies, and modernize enterprise technology landscapes for long-term scalability.
✅ Worked closely with C-level executives, IT leaders, and industry partners, bridging the gap between technology strategy and business success.
Beyond his corporate leadership, Jeffery is dedicated to mentorship and industry advocacy. He actively serves on advisory boards, guiding organizations on IT strategy, cost optimization, and emerging technology trends. Passionate about entrepreneurship and innovation, he supports startups and growth-stage businesses in navigating the complex IT landscape.