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Yoshi Tryba
Executive product leader specializing in SaaS, B2B2C, and AI-powered products
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About
Product leader who has repeatedly rebuilt products and teams from the ground up, including turning around Ellevation's struggling Strategies product into a $20M ARR business line and building Trivelta's product and QA organizations from scratch. Also stands out for hands-on AI execution: personally built an LLM-powered incident detection tool that cut issue detection from hours to 30 minutes and then scaled AI adoption across PM and QA teams.
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Key Strengths
- led 6-year end-to-end rebuild of Ellevation's Instructional Strategies product
- reversed weak engagement and renewals with data-driven product repositioning
- launched redesigned product to 50+ clients and thousands of users in under 1 year
- improved engagement by 260% and renewals from 81% to 92%
- grew product line to 5x ARR, reaching $20M and 40% of company revenue
- strong stakeholder alignment across leadership, R&D, sales, marketing, support, and customers
- excellent UX judgment that shifted product from discovery-led to assignment/prescriptive workflows
- built AI-powered Support Monitor solo using Claude-based multi-agent workflows
- reduced production issue detection time from 1-4 hours to ~30 minutes
- balanced AI accuracy and token-cost tradeoffs through iterative prompt and workflow design
- validated AI outputs with partner support teams until human-level reliability
- translated complex client demands into clear product direction using acquisition-activation-retention framework
- built product and QA functions from scratch at Trivelta
- scaled teams to 15+ and established career ladders, scorecards, and operating practices
- drove AI adoption across PM and QA teams, enabling contributors to build internal and customer-facing applications
- deep mission alignment with educational equity and teacher professional development for ELL support
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