Allison Wilt
Co-Founder, President
Allison Wilt is President and Co-Founder of ContextualY, bringing more than three decades of expertise in B2B insights and strategic research for leading technology brands. Her career began at Compaq Computer Corporation, sparking a passion for understanding complex decision-making in technology markets. She has since led high-impact research practices at RESMR, Greenberg, and Material+, partnering with Fortune 100 companies to illuminate cloud, digital transformation, and emerging tech opportunities. A recognized thought leader and invited speaker at the Gartner Catalyst Conference and QRCA, Allison was also named one of Consulting Magazine’s 2020 Women Leaders in Technology. She is known for blending analytical rigor with human insight to help organizations navigate change and uncover new growth.
Outside of her professional work, Allison trains and competes in canine scent detection, partnering with her dog to explore unfamiliar environments and solve complex scent puzzles — a pursuit that deepens her appreciation for curiosity, trust, and teamwork.
"I do this work because I love the conversations at the heart of it—especially with senior leaders navigating complex technology choices. When those discussions surface what matters most, I know I’ve helped my clients move forward with smarter decisions."