Theme 4: Enterprise Organizational Journey
Summary
Participating in this session:
- Nafisa Bhojawala, UX Team Lead for Compute, Google Cloud Platform
- Kintan Brahmbhatt, Head of Product Management, Amazon Music
- David Gatto, Strategic Account Executive, Smartsheet
- Dave Sifry, CTO, MyVillage
- Wendy Spies, Director of Business Development for Data and AI
Key Insights
-
•
DBNDC’s shift from B2D to B2B requires careful customer segmentation and validation before large investment.
-
•
Technical debt from integrating legacy systems Boneyard and E-Toy is causing outages that threaten customer retention.
-
•
A small, time-boxed cross-functional 'tag team' is preferred for initial exploration of the B2B pivot.
-
•
Government contracts represent a high-risk, high-reward opportunity, necessitating new compliance and legal frameworks.
-
•
Leadership turnover, including the CEO and a key architect leaving, creates instability during critical transition.
-
•
Prioritizing crisis response while maintaining exploration for future growth is essential for strategy balance.
-
•
Machine learning (Project Pavlov) offers potentially unique differentiation but raises privacy and compliance concerns.
-
•
Single sign-on and identity management for B2B customers need additional layers beyond consumer systems.
-
•
Partnership or acquisition can accelerate entry into unfamiliar markets like government or specialized B2B sectors.
-
•
Empathy, respect, and trust within executive teams facilitate civil, productive discussions even under pressure.
Notable Quotes
"We have two competitors: Canine Corp and e-pets, but e-pets is over-diversified, even pet rocks."
"Our consultant says we should pivot from business to dog to business to business—what do we do?"
"We can start small, test and validate quickly with a three-week tag team—one PM, one designer, one researcher."
"Outage caused by technical debt between Boneyard’s VT100 era system and E-Toy’s cloud infrastructure."
"We’re not in the identity business; let’s focus on e-commerce where the growth and customer value are."
"Government contracts are huge but require heavy compliance and long timelines—heads we win, tails we lose little."
"Machine learning could let dogs order just by barking—unique and hard to copy differentiation."
"We have to balance crisis management with long-term strategic exploration to not lose sight of growth."
"Being nice and empathetic at the executive level is critical to get results and maintain trust."
"Leadership is about being a transparent umbrella, shielding teams from chaos while keeping them informed."
Or choose a question:
More Videos
"Our conference recordings include decks, notes, transcripts, reading lists, and more."
Louis RosenfeldAbout the Rosenverse
March 15, 2026
"Ethical technology governance means anticipating the long-term social impacts of technology today and acting to protect essential public goods."
Ilana LipsettAnticipating Risk, Regulating Tech: A Playbook for Ethical Technology Governance
December 10, 2021
"It’s the art of architecting friction out of a process."
Aletheia DelivreNew Shapes and Emerging Identities for Design Ops
September 11, 2025
"Design managers can see how much budget has been used versus project progress to make evidence-based decisions."
Kristin Sundermeyer Tygre MorehartDesign Ops Metrics
September 30, 2021
"Please respect our code of conduct to ensure a welcoming and safe space for all attendees."
Bria AlexanderOpening Remarks
March 28, 2023
"Standardization lives deep in my heart partially because of the teams that I’ve worked on and also because I’ve just had so many domains under the umbrellas of my teams over time."
Candace MyersStandardizing Design at Scale
September 9, 2022
"Those first hires establish the tone of the entire design ops discipline moving forward."
Courtney KaplanTaking it to the next level: Career paths in DesignOps
November 8, 2018
"If we’re not helping with the decision, why are they paying us what they’re paying us? That’s the essence of research."
Mike OrenImproving Democratized Research with CustomGPTs and Gems
February 25, 2026
"At NASA, we had to start AI readiness strategy with workshops led by David Salvinini, the chief artificial intelligence officer."
Erika FlowersThe Handoff is Dead: Design-Led Engineering with AI Agents
March 4, 2026