Toby Jackson

Toby Jackson

Chief Technology Officer

As Chief Technology Officer at MentorPRO, Toby Jackson shapes the company’s technical vision, leading product development, engineering, and support teams to deliver innovative, scalable mentoring solutions. Before joining MentorPRO, Toby made a significant impact as Chief Technology Officer at Mainstay, where he spearheaded product innovation, engineering excellence, and customer success for a rapidly growing EdTech leader. In this role, he was instrumental in advancing Mainstay’s conversational AI and outreach platform, driving adoption at top universities nationwide and setting new standards for student engagement technology.