What new design challenges do AI agents create?
The answers highlight challenges around trust, reliability, onboarding, interface design, collaboration, and managing user expectations, with some focusing on technical issues and others on user experience and team dynamics.
12 answers
Answers

Ravi Mehta
Angel Investor · Traveljoy
Deciding what to ship
Ravi Mehta says AI has made building software cheaper, so the job is shifting from deciding what’s worth building to deciding what’s worth shipping.
Ravi on Product · Ravi on Product · Read

Katie Dill
Head of Design · Stripe
Invent new interfaces
Katie Dill says AI creates the challenge of inventing new interfaces and aesthetics, because the best practices have not been written yet and AI enables new creativity.
Lenny's Podcast · Watch on YouTube

Josh Elman
Director of Product Management · Apple
Onboarding
Josh Elman says one challenge is onboarding: a blank open edit field is powerful but the worst thing for getting to know a product, and tools to bring others along haven't been built.
The answer starts at 32:45.
Newcomer Podcast · Listen on Apple Podcasts
Jonathan Evens
Product Lead · Google Deepmind
Trust and factuality
Jonathan Evens says the product design challenge is trust, specifically factuality and grounding: AI must take information from trusted sources, and UX like citations should let users quickly judge if they can trust it.
Mind the Product · Watch on YouTube
Dilani Kahawala
Co-Founder and CEO
Reliability, interface, user education
Dilani Kahawala says the three biggest challenges are reliability, the interface, and teaching users to work with an agent, since consumers lack patience for an assistant getting things wrong and don't want to constantly correct it.
Super Data Science: ML & AI Podcast with Jon Krohn · Watch on YouTube

Jeff Chow
Chief Product and Technology Officer · Miro
False confidence
Jeff Chow says AI agents create a false confidence in people, who believe their idea is validated because they've been collaborating with an agent that just agrees and praises them rather than pushing back.
LaunchPod · LaunchPod · Listen at 12:29

Ian Silber
Head of Product Design · Openai
Unclear expectations
Ian Silber says AI agents create unclear expectations, as it is unclear what is expected of a designer, which he says can lead to fears or unease.
Lenny's Podcast: Product | Growth | Career (private feed for davis.r.schneider@gmail.com) · Lenny's Podcast: Product | Growth | Career (private feed for davis.r.schneider@gmail.com) · Listen at 5:45

Blaine Billingsley
Member of Design Staff · Openai
Maintaining collaboration
Blaine Billingsley says a challenge AI agents create is maintaining collaboration, since it's easy to become less collaborative if you don't keep rituals to share and show and tell.
Mind the Product · Watch on YouTube
Todd Olson
CEO / Founder · Pendo.Io
Rage prompts
Todd Olson says his products track "rage prompts" — when people get pissed off because an agent keeps giving answers the user knows are wrong — and calls those good areas to go deeper on.
DataCamp · Watch on YouTube

Itamar Gilad
Author, Keynote speaker, Coach · Product Front
Verifying AI‑generated evidence
Anything AI surfaces as a research finding must be independently verified.
The Product Venn · The Product Venn · Read

Sushil Kumar
CEO · Cyara
Preventing hallucinations
Sushil Kumar says a new product design challenge is preventing AI agents from hallucinating or making up information, since in an agentic world failures are not visible and that assurance does not exist.
The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX · The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX · Listen at 11:53
Osvald Nitski
Head of Product · Mercor
Simplifying product surface area
Osvald Nitski says the challenge is simplifying product surface area: because people can quickly add features, product teams constantly fight to reduce surface area and find scalable interactions and workflows.
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · Listen at 14:11
More Product Management questions
View all →- What is the most important factor in AI product success?9 answers
- How do you align your product with real customer value?6 answers
- Which product management tasks are most valuable to automate with AI?5 answers
- What matters most for non-engineer leaders managing integrated products?8 answers
- What is your approach to prototyping and validating ideas before product development?7 answers












