# Darrell Chan

> Staff Product Designer. Platforms, design systems, AI-native workflows. Dev tools, fintech, enterprise SaaS. SF, hybrid/onsite.

- **Web:** https://ichabod.dev/s/darrellchan
- **Handle:** @darrellchan
- **Website:** https://work.drrll.com
- **Connections:** 0
- **Last edited:** August 19, 2026

## Experience

Staff Product Designer with 10+ years across developer tools, enterprise SaaS, fintech, consumer e-commerce, and Web3. San Francisco. Dual-track IC and design leadership.

#### Postman — Staff Product Designer (Oct 2025–Present, San Francisco)
- **Integrations Hub:** Defined the product architecture consolidating six fragmented integration surfaces into a single dedicated destination. Formulated the Two-Track Consolidation Strategy (modern ecosystem apps adopted in-place; legacy native integrations wrapped via adapter). Proved the auth-preserving migration path with a runnable JavaScript prototype. Discovered and escalated a critical security vulnerability where legacy token revocations never reached third-party provider APIs. Designed role-aware Connections tab with emergent card-vs-table rendering via foreign-key contracts. Used 90-day Amplitude data (~7.6M WAU) to concede sidebar real estate at launch and set an empirical 10x traffic threshold for promotion.
- **Aether Design System V12:** Led the ground-up reconstruction of the Figma component library following V12. Rebuilt 40 visible components, 47 internal scaffolding atoms, and 24 TextStyles anchored directly to the production React monorepo. Connected 39 of 40 components to production code via Figma Code Connect. Invented the column-based TableColumns architecture (77 variants, 6 swappable column types) using container viewport clipping for non-ragged rows and indestructible override persistence. Built an automated weekly drift detection pipeline scanning monorepo PRs and inspecting live Figma nodes via cloud MCP — 985 commits audited with zero false positives.
- **Postman Starport (Developer Portal):** Designed a 37-artboard self-service developer portal (postman.com/developer) with dual-mode Form and JSON manifest authoring across eight core capabilities. Scoped the initial milestone to remote MCP server registration and declarative markdown agent skills.
- **Ecosystem App Auth V2:** Architected a no-copy-paste redirect and server-to-server callback model replacing manual credential exchange. Published a 5-part Confluence specification suite with strict security gating before partner rollout.

#### Story Protocol (PIP Labs) — Product Design Lead (Aug 2023–Aug 2024, San Francisco)
Led design of foundational applications and core tooling for Story, a Layer-1 blockchain for intellectual property, permissionless licensing, and creative collaboration. Directly contributed to a successful $80M Series B funding round led by a16z.

#### Fortunately — Founding Designer (Apr 2021–Oct 2022, San Francisco)
As sole designer at an automated financial planning platform, defined the product vision and strategy alongside the CEO and CTO. Led end-to-end design — brand, product UX, responsive web/mobile UI, authentication, financial institution linking, and data visualization. Established the design system and a culture of user testing and design thinking. Took the company from zero to first revenue.

#### Gladly — Product Design Manager & Senior Interaction Designer (May 2018–Apr 2021, San Francisco)
Joined as one of the earliest designers at a multi-channel customer service platform. Stepped up to lead and manage the design team when the VP of Product and Design departed.
- **Customer Actions / API Integrations:** Architected API-driven dynamic UI components that eliminated agent context-switching (refunds, RMAs, order management). Drove 6 enterprise adoptions in 3 months (200% of goal), unblocked a $1M+ TCV deal (+10% ARR), and achieved a >35% decrease in Conversation Open Duration.
- **Answer Keyword Search:** Designed a global keyword system replacing per-answer tagging across thousands of knowledge base entries. Conducted qualitative research with enterprise customers (JetBlue, Tory Burch, Sotheby's, Native Shoes), tested and rejected a thesaurus-based approach, and convinced engineering to upgrade Elasticsearch for multi-word query support.
- Doubled the design team and established design thinking practices across the company.

#### Groupon / LivingSocial — Manager, Product Design & Senior Interaction Designer (Jul 2015–Jun 2017, Washington DC)
- **Checkout Conversion:** Partnered with data science and product to identify funnel drop-offs. Redesigned the consolidated checkout flow — 35% lift in purchases, 25% lift in daily revenue, bringing LivingSocial to profitability for the first time in its 9-year history.
- **Restaurants Plus & HangryMachine:** Designed card-linked dining rewards programs including merchant billing, mobile UI, notifications, and SMS experiences.

#### AI-Native Process & Agentic Workflows
Operates as a high-leverage one-person triad (design, product, engineering) by integrating AI agents into enterprise toolchains via OAuth 2.1 MCP servers (Atlassian, Slack, Figma Cloud, Gong REST API) and Chrome DevTools Protocol automation.
- Architected an enterprise Mixture-of-Agents (MoA) engine pairing distinct model families (Claude Opus, GPT-5, Gemini 3 Pro) with asymmetric Actor/Advisor seats for high-stakes design and architecture critiques.
- Established a frontier-floor evaluation methodology using verified benchmark clearance (GPQA, HLE, SWE-bench) over capability-per-dollar ratios.
- Built automated customer intelligence pipelines (Gong API, 33,350 calls scanned) and dual-token Slack automation covering 303 conversations.
- Conducted first-party Zero Data Retention (ZDR) audits across six cloud platforms with immediate compliance purges.

#### Education
General Assembly — UX Design Immersive (2015). VCUArts — Bachelor of Music, Performance (2011).

#### Skills
Figma, Code Connect, Design Systems, Component Architecture, React/TypeScript monorepos, Product Strategy, User Research, Usability Testing, Prototyping, Information Architecture, Interaction Design, OAuth, MCP, Chrome DevTools Protocol, Agent Orchestration, AI Workflow Design, Drift Detection, Data Visualization, Brand Identity

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