Episode
Jim Weisser — President and Co-founder, SignTime
- Published
- Apr 10, 2026
- Duration seconds
- 5180
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Summary
"The team's the most important thing." "I didn't listen very well." "I thought I had most of the answers when I didn't even know the problem." "Treat them as they want to be treated." "If I screwed up, it's also my job to go to the team and say, 'Hey, I screwed up and we're going to change.'" Jim Weisser is President and co-founder of SignTime in Japan, a serial entrepreneur, angel investor and long-time participant in the American Chamber of Commerce in Japan. He arrived in Japan in 1993 after studying chemical engineering and briefly working in a chemical plant, then began his career in the country as an English teacher in Yokohama before moving into computer consulting and internet infrastructure. During Japan's early internet era he worked across multiple roles at an internet service provider, later joined Enron's broadband business, and then built a consulting practice that led to the launch of PBXL, a hosted business telephony company that was eventually acquired in 2015 by a business that later became part of Cisco. After helping his team transition through that acquisition, he returned to entrepreneurship and co-founded SignTime, an electronic signature platform designed around Japanese workflows, including hanko culture, ringi-sho approval flows and practical adoption at the gemba. His career arc reflects unusual adaptability in Japan: from English teacher to technical operator, founder, exit entrepreneur, investor and software builder, with each stage sharpening his view that leadership in Japan depends less on forceful direction than on judgement, humility, consensus-building and patient execution. Jim Weisser's leadership philosophy was not formed in a classroom. It was forged through a series of reinventions in Japan: from English teaching to internet infr…