Mike Tucciarone is Vice President in Gartner’s Software and Cloud Negotiation Practice, specializing in enterprise software and AI negotiations. He advises C-suite leaders on complex technology deals, drawing on Gartner’s proprietary data to help organizations anticipate market shifts, optimize ROI, and mitigate risk. Mike leads Gartner’s SAP licensing and negotiation cohort and is a regular contributor to Gartner Predicts. His most recent research focuses on the convergence of AI disruption and the enterprise SaaS market slowdown—a shift creating a rare window of renewed buyer leverage. He empowers executives to capitalize on this moment, guiding them to secure outsized discounts and concessions as vendors respond to investor pressure and new AI-native competitors. Mike helps leaders negotiate better pricing and terms, and protect software budgets against aggressive vendor tactics like forced AI migrations and compliance audits triggered by digital labor (e.g., Indirect Access 2.0).
Before joining Gartner, Mike was a Senior Practice Manager in UpperEdge’s Commercial Advisory business where he managed, led and delivered complex engagements for Fortune 500 companies negotiating enterprise software deals and evaluating, selecting and negotiating transformational implementation services. Prior to UpperEdge, Mike was employed by various law firms in the Boston, Massachusetts.
UpperEdge, Senior Practice Manager, Commercial Advisory, 5 years
IT Contracts Negotiations
Mike is a licensed attorney and holds a J.D. from New England Law | Boston and a BA from the University of Massachusetts, Amherst.
Understanding software vendor strategies, objectives and tactics
Developing effective sourcing and negotiation strategies for software or SaaS
Best practices in contracting software and SaaS agreements
Pricing strategies for software and SaaS vendors
How executive leaders can maximize negotiations and minimize risk