Designing the
future of human-AI
enterprise experiences.

Product Design Director with 20+ years leading AI transformation, design systems, and global UX organizations at Fortune 100 companies.

Vipin Maheshwary Vipin Maheshwary

Enterprise scale. Human instinct. AI intelligence.

From global UX delivery across 3 continents to building large design organizations at Fortune 100 companies. Now focused on AI-native and conversational AI design, defining autonomous agents, and trust frameworks that keep humans in control.

Design Philosophy

What

What they do

Understand the user's actual task — not the AI feature. Design for the job-to-be-done: AI invisible when working well.

Why

Why they do it

The intent and motivation behind every action. Explainability & trust — users and AI must share intent.

How

How they do it

Workflows, tools, and mental models. Human-agent collaboration — who controls what, where the handoffs happen.

When

When they do it

Context, timing, urgency. Proactive vs. reactive — when agents act autonomously vs. defer to humans.

Thoughts on design, AI & leadership.

AI-Generated Personas

Feb 23, 2026

AI-Generated Personas: Helpful Shortcut or Dangerous Fiction?

When AI creates detailed user personas with rich backstories, are we gaining efficiency or losing the truth?

Read more →
JTBD: A Best Way to Keep AI Honest

Feb 12, 2026

JTBD: A Best Way to Keep AI Honest

AI has reduced output costs dramatically — but the real pressure is now on clarity and decisions. Jobs-to-be-Done can help.

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Leading UX Teams in the AI Era

Feb 4, 2026

Leading UX Teams in the AI Era: What Changed and What Didn't

AI accelerated UX work from weeks to days. But the fundamentals of leading design teams haven't changed at all.

Read more →
AI Can Draw Screens, but Can It Design a Product?

Jan 29, 2026

AI Can Draw Screens, but Can It Design a Product?

AI-generated screens look polished. But product design is about decisions, trade-offs, and context that no model can see.

Read more →

Featured work.

Agentforce AI Conversational AI Autonomous Agents Trust Design Salesforce FSC

Transforming a Legacy System into an AI-Powered Agentic Claims Platform

Replacing a 40-year mainframe with Visual Basic UI with an AI-powered agentic platform serving multiple personas.

24%
Efficiency Gain
3.8 → 4.2
CSAT Score
30%
Faster Cycles
$4M+
Revenue Growth
The Challenge

Transform a 40-year mainframe with Visual Basic UI. Four systemic failures made this more than a UI refresh:

01
Fragmented Adjuster Workflow

6+ VB screens per claim, ~40% time on data re-entry. No AI for routing, fraud detection, or decision support.

02
Zero Policyholder Self-Service

Every interaction requires phone/fax. No conversational AI intake, no real-time status, no digital docs.

03
Agents Operating Blind

Fax submissions, no confirmation or tracking. No AI-powered updates or predictive renewal insights.

04
Frozen Infrastructure

40-year mainframe blocks AI integration. Any change requires months of development.

Discovery & Research
12 Stakeholder Interviews

C-suite and frontline, strategic priorities and AI readiness

40 Hours Workflow Shadowing

Observing adjusters in legacy VB

23-Handoff Service Mapping

End-to-end claims lifecycle, 9 failure modes

6-Month Data Analysis

Call center logs, processing times, error rates

3-Tier AI Readiness Assessment

Automate, augment, or human-only

Compliance Review

Medical data governance, regulatory constraints

Solution & Design
Pain points across personas and claims lifecycle — before

Pain points across personas and claims lifecycle — before

AI-powered solution across personas and claims lifecycle — after

AI-powered solution across personas and claims lifecycle — after

Human-Agent Collaboration Model

  • AI Autonomous: Document extraction, auto-classification, initial routing, status notifications
  • AI Assists: Fraud risk scoring, policy recommendations, suggested next-best-action
  • Human Decides: Final adjudication, fraud determination, exception handling
Before and after — Legacy VB on Mainframe vs Salesforce + Agentforce AI

Before & After — Legacy VB on Mainframe vs Salesforce + Agentforce AI

Experience Architecture

  • Claims Adjuster Portal (Salesforce Lightning) — unified workspace replacing 6+ screens
  • Policyholder Portal (Experience Cloud) — conversational AI intake, self-service
  • Agent/Broker Portal (Partner Community) — digital submissions, AI tracking
Agentforce welcome screen Agentforce conversational claims intake

Agentforce — Conversational AI claims intake

Policyholder self-service portal

Policyholder self-service portal with AI agent

Trust & Transparency

Every AI decision shows reasoning with confidence scores and one-click override. Override patterns improve AI models through continuous learning.

AI Decision Explainability with confidence scores and override

AI Decision Explainability — confidence scores, similar claims, and one-click override

Impact
UX → End-to-End AI Service Design

Expanded from UX-only to full-service design with AI — backend processes, agent design, organizational change.

Repeatable AI Enablement Playbook

Packaged discovery, AI readiness, trust framework, and training into a scalable playbook for future implementations.

Team Growth & AI Mentorship

Structured mentoring around AI design. 4 of 6 mentees promoted. Leadership requested continued participation.

Forward Deployment Validated

Embedded design leadership produces superior outcomes vs. remote — directly applicable to forward-deployed consulting.

Reflections
AI Trust is Designed, Not Assumed

Explainability is the foundation.

Legacy Transformation is Service Design

The real work is redesigning roles and handoffs.

Forward Deployment Changes Everything

Embedding with clients surfaces what remote can't.

What I'd Do Differently

Invest earlier in AI literacy training.

Experience & credentials.

Experience

Sr. Executive Director, Product Design
DurAdvantage • 2025 – Present
Senior Manager, UX Design
Salesforce • 2022 – 2025
Associate Director, UX Strategy
Ernst & Young • 2021 – 2022
Sr. Manager, Design Strategy, SVP
Bank of America • 2018 – 2021
UX Design Manager
Becton Dickinson • 2017 – 2018
UX Manager
Cox Communications • 2015 – 2017
UX Strategy Manager
Lowe's • 2010 – 2015
Sr. Lead Interaction Designer
Schneider Electric • 2006 – 2010
UX Designer
MphasiS • 1999 – 2006

Competencies

AI Transformation AI UX AI Conversational Design Enterprise UX Strategy Service Design Design Thinking Salesforce Agentforce User Research Design Systems Accessibility

Education

Master of Business Administration
Quantic School of Business and Technology
Bachelor in Business
University of Mumbai

Certifications

ChatGPT Expert Salesforce 4X Certified Design Thinking (Luma) CSM / CSPO / CAL1 Certified Usability Analyst HCI Diploma