Sidebar Speaker Series: Is Your AI Company Accumulating Trust Debt? with Arvita Tripati & Kimberly Bloomston
A Live Diagnostic for Product Leaders
Your AI product works. Users like it. The demo is great. So why do deals stall in procurement, trials not convert, and retention flatten after week two?
Usually it's not a product problem. It's a trust problem. Somewhere between "this is impressive" and "I'll bet my job on it," your buyer, user, or developer hit a gap they couldn't get past. That gap is trust debt, and it compounds every quarter you ignore it.
Arvita Tripati and Kimberly Bloomston, co-authors of the upcoming book Built to Survive: Building Trusted AI Products and Organizations, are bringing a live diagnostic session to Sidebar. You'll score your company across five trust dimensions using anonymous Slido polls, compare your results to common patterns, and leave with a specific action plan for Monday morning.
This applies whether you're building an AI-native product, adding AI features to existing SaaS, or running AI in backend processes your users don't see but your buyers will ask about.
What you'll walk away with:
Your trust maturity score across five dimensions (Discovery, Architecture, Velocity, Perception, Operating Altitude)
The ability to spot which gaps between dimensions are causing the most damage
A template for turning your lowest score into an investment case your leadership will actually fund
A one-pager diagnostic toolkit you can run with your team that same week
About the Speakers:
Arvita Tripati is a Product & GTM advisor who has launched regulated AI products across healthtech, medtech, and biotech. Building products for organizations that include Moderna, Gilead, Roche, the VA, and NHS. She's been through the FDA inspection, the SOC 2 scramble, and the board meeting where someone asks why trust infrastructure wasn't in the budget.
Kimberly Bloomston is the Chief Product Officer at 6sense, where she leads product strategy, management, and design across the company’s AI-powered Revenue Intelligence platform. She is focused on building a smarter, faster, more connected go-to-market motion for customers, aligning product innovation with the real-world needs of modern revenue teams. Kimberly plays a key role in accelerating 6sense’s category leadership by unifying product capabilities around Signalverse™, AI Agents, and Intelligent Workflows.