Software promises to solve every growth problem, yet the flood of apps, platforms and AI add-ons often leaves leaders paralyzed. Drawing on more than a decade selling and advising at HubSpot, Alessio Sciacquatori distills a practical playbook for confident, customer-centric technology buying. He will show you how to map the customer journey to surface the metrics that truly matter, apply a three-step filter that separates shiny objects from strategic assets, and evaluate solutions through the prisms of data visibility, integration and AI readiness—factors that are rapidly becoming the difference between breakout and burnout. With real-world stories of companies that scaled by choosing fewer, better tools, attendees will leave equipped with a simple worksheet and the renewed clarity to safeguard cash, time and momentum on their next software decision.