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Trustworthy AI Showcase & Matchmaking (TechWeek Boston)

Trustworthy AI Showcase & Group Matchmaking

part of a16z’s Boston Tech Week 2026

Trust is the #1 barrier to AI adoption, yet ecosystem blueprints for operationalizing trustworthiness at scale have yet to be defined.

Clarity is needed on how users, startups and adopting organizations can evaluate AI trustworthiness.

Meeting this moment, we are hosting an innovative, interactive discovery session for end users, startups and adopting organizations to discover and rate solutions on key characteristics while shaping trustworthy AI expectations and experiences in real-time.

Discover whether your instincts to trust align with AI trustworthiness characteristics. Learn to distinguish between trust and trustworthiness 

For most, trust is considered a fuzzy, qualitative concept or feeling.

For product builders and AI adopters, understanding the difference between trust and trustworthiness matters.

  • Trust in an AI product or system is a user's attitude or perception. Because low trust inhibits user adoption, it’s critical for product teams to proactively collect user feedback and measure perceptions in order to differentiate competitively.

  • AI trustworthiness characteristics - like accountability, explainability, privacy, robustness, and security - are built into a product or system. Developers and deployers can architect, design, govern, measure and monitor trustworthiness throughout the lifecycle. However, considering the many trade-offs of trustworthiness, teams also need input from users and experts on which characteristics matter most so they can effectively translate policies and preferences into viable, trusted products.

Together, we’ll collectively explore what AI adopters and users can look for and evaluate, using a trustworthy AI scorecard we developed.

Join innovative AI builders and like-minded AI adopters to collectively discover and assess AI trustworthiness in healthtech and fintech AI solutions.

Click above to complete brief forms if you want to:

  • Apply to showcase your AI healthtech or fintech solution and how it is trustworthy. Judges include:

    • Claudia Lima Costa, lawyer focused on AI and PhD candidate in Portugal, investigating civil liabilities and AI

    • Dimitar Trajano, Visiting Research Professor at Boston University and co-author of Evaluating Trustworthiness in AI paper

    • Jamil Badrudeen, Vice President AI and Financial Engineering at State Street 

    • Jerry Gupta, CTO and Co-Founder at Fairpatterns

    • Kari Kelly, Lawyer at KellySimmons Law, focusing on commercial privacy issues

    • Ryo Yoshiike, Trustworthy AI at Autodesk

    • Helen Lalthanpari, Partner (Lawyer) at Morgan and Colney in France, focused on AI governance in financial services

  • Receive curated matches with like-minded professionals working on trustworthy AI, AI governance, AI safety, product evals or other similar issues.

This event is a part of #BOSTechWeek — a full week of events hosted by VCs and startups to bring together the tech ecosystem. Learn more at www.tech-week.com

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Authorized Access: Gender, Ambition & Tech (Tech Week Boston)

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June 2

Trustworthy AI Showcase & Matchmaking (TechWeek NYC)