Jamie Pillitteri

Jamie Pillitteri is a seasoned product leader with over 13 years of experience building enterprise caliber SaaS solutions. Throughout her career, Jamie has demonstrated a deep commitment to customer empathy—an approach that has guided her success across multiple industries, from edtech to real estate tech and now to the trades. At Guild, Jamie led cross-functional product teams in designing tools that support over 200,000 users, delivering intuitive, high-impact experiences that help frontline workers unlock career growth. Whether launching a new reimbursement platform or scaling a payments product from 0 to $140MM in quarterly transactions, Jamie has consistently prioritized understanding customer needs through rigorous research and a relentless focus on outcomes.

Jamie's product philosophy centers on being an advocate for the customer, prioritizing simplicity wherever possible. She's built and mentored high-performing teams that share his customer-obsessed ethos, ensuring that solutions not only address pain points but also inspire trust.

Now serving as Director of Product Management at ServiceTitan, Jamie leads product for the Exterior Trades vertical—a role that merges her professional expertise with personal passion. With a family of contractors, Jamie holds deep respect for the craftsmanship, resilience, and essential service that exterior trade professionals provide. She is dedicated to creating tools that not only streamline their workflows but also bring more joy and delight to their daily work.