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Tough Day

Future of Work

Tough Day is an AI-powered workplace support platform that helps employees navigate challenges, make better decisions, and thrive. Its conversational AI, Tuffy, acts as an always-on, confidential advisor — trained on vetted legal, HR, and management content, as well as each organization's unique policies and processes. Employees can turn to Tuffy for practical, contextual guidance without fear, shame, or judgement, while managers benefit from scalable support for their teams.

Katherine Von Jan

Co-Founder & CEO

Alberto Escarlate

Co-Founder & CTO

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