Jason McCullagh
VP of Sales & Product Strategy @Upland Ba Insight
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WORK HISTORY
VP of Sales & Product Strategy @Upland Ba Insight
Product Visionary: Act as innovation evangelist within the organisation, fostering a three-pronged culture approach of \"Customer Value First\",\"Know Your Market\" and \"Understand Competitive Advantages\".• Presales Management: Lead executive discovery and value mapping for enterprise AI/search deals; design narratives for solution consultants on demo storylines. Improve enquiry-to-win by highlighting solution ROI proof points.• Team Leadership: Coaching and leading high-performing sales, presales consultants and partner team of ten, driving growth and innovation of the product line.• Sale Ownership: Own full sales cycle, from pipeline creation and management through to forecasting and closing. Developed and executed sales strategies using the “Command of Message” methodology, driving increased revenue, and strengthening market presence and increasing average deals size by 20%.• New and Existing Logo Growth: Consistently delivering YoY revenue growth of 15%, while partnering with the Customer Success team to identify and develop expansion opportunities. • Cross-Functional Strategy: Partner with Development, Product, CS, and Marketing teams to align early-stage innovation with technical feasibility and orchestrate best practices across departments.• Go-to-Market Strategy: Responsible for the overall execution of new strategies to ensure relevance and competitiveness in a fast-evolving market.• Brand Representation: Strong brand ambassador, representing the company and the product across industry communities, forums, and events to elevate market visibility and strengthen credibility.
EDUCATION
University of Chester
Master of Arts (M.A.), Management and Information Systems
University of Liverpool
Bachelor of Arts (B.A.) Honours, German and Computer Science
SKILLS
ABOUT JASON MCCULLAGH
Presales leader bridging business outcomes and technical feasibility across M365/SharePoint, Azure/AWS, and AI search platforms. Expert in discovery, value-led demonstrations, and PoV/PoC programs with high conversion; proven partner-facing evangelist and highly credible C-Suite storyteller. Exceptional at aligning technical feasibility with effective go-to-market execution, I focus on delivering clear customer value, anticipating market shifts, and strengthening competitive positioning in fast-evolving technology landscapes.
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