Ryan Darling
Fabletics (TechStyle Fashion Group)
Los Angeles,CA
12
Years of experience
Strategic Product Leader with 15+ years of experience driving high-growth e-commerce and platform trajectories from $200M to over $1B in annual revenues. Expert in navigating complex organizational silos, driving cross-functional diplomacy, and managing high-stakes financial and geopolitical crisis responses. Direct partner to the CTO and Executive Suite, known for applying deep data and financial fluency to bridge technical architecture and business-critical outcomes. Unique ability to protect teams from legacy systemic drag while rallying organizations toward measurable delivery under pressure. Proven experience delivering complex software projects and managing customer needs.
Work History
Principal Product Manager
3 Years 9 Months- Platform Scale & Multi-Vertical Expansion: Spearheaded technology operations, product roadmaps, and cross-functional coordination for four major category launches (Men's, Shapewear, Scrubs, Denim), taking the platform from 1 to 5 verticals and enabling 5x revenue growth ($1B+ ARR).
- Non-Cash Token Membership System: Led the complete re-architecture of the monthly membership from a cash-credit model to a non-cash token system; navigated updated escheatment law and revenue recognition compliance. Transformed customer utility from a breakable $50 cash credit to a single-use non-breakable token valued up to $100, with expiration and breakage capitalization - dramatically improving VIP LTV and balance sheet liability management.
- Billing Architecture Overhauls: Spearheaded multiple major billing architecture rewrites in support of legal, compliance, and accounting opportunities; navigated complex cross-functional diplomacy between Engineering, Finance, and Legal under high-stakes constraints.
- Enterprise Tariff Response (8-Month Sprint): Led an 8-month high-velocity multivariate testing campaign across pricing UI, surcharge logic, and disclosure language to neutralize tariff margin erosion; defended VIP gross margins under do-or-die conditions with zero significant member churn.
- Service Reliability & Observability: Eliminated recurring high-traffic outages by designing a custom service-monitoring dashboard and proactive alerting framework; transitioned the team from reactive firefighting to 99.9% uptime reliability during peak product launches.
- Writing User Stories and Acceptance Criteria For Product Features
Director of Product
1 Year 9 Months- Department Operating Architecture: Owned the strategic positioning of product and technology organization-wide; established operating pillars, structural roadmaps, and governance frameworks serving as the authoritative connective tissue between executive strategy and engineering execution.
- COVID-19 Pivot: Stabilized VIP growth and subscription flows by aligning retail fleet technology with digital e-commerce roadmaps under volatile market conditions.
- PM Organization Scaling: Scaled the PM organization; established 'Source of Truth' frameworks in Jira and Confluence to improve executive visibility and speed-to-market.
- KPI Stewardship: Partnered with Finance and Marketing to ensure technical investments directly moved core business levers including AOV, UPT, and member retention.
- Managed Change Requests and Development Phases
Senior Product Manager, Digital Experience
1 Year 4 Months- Waitlist Architecture + Auto-Purchase Engine: Developed and scaled the company's first full waitlist system, including back-in-stock notifications and auto-purchase triggers; dramatically improved inventory predictability, enabled granular customer interest segmentation, and built structural launch-hype mechanics for new product drops.
- Mystery Box Innovation: Conceptualized and launched a personalized Mystery Box line; architected a custom GraphQL backend to manage complex bundling logic and inventory concealment.
- Prospect to VIP Journey: Owned the end-to-end conversion journey from prospect registration to VIP subscription; drove improvements through optimized registration flows, PDP enhancements, and rigorous A/B testing across checkout UX.
- Business Vertical Expansion: Led buildout of two brand new business verticals and a major rework of subscription architecture.
- Prioritized Customer Needs and Build Strong Relationships
Product Lead & Staff Product Manager
1 Year 2 Months- ML-Powered E-Commerce Platform: Managed design and launch of a React.js platform with proprietary machine-learning recommendation engine based on user taste profiles; drove personalization at scale.
- Strategic Business Development: Spearheaded proposal development for major entertainment industry clients, achieving a 100% win rate on competitive bids.
- Team Leadership: Directed hiring, onboarding, and mentoring of the firm's Design and UX staff to support a growing portfolio of client engagements.
Product Manager
1 Year 7 Months- Enterprise Churn Reduction: Reduced churn from 2.5% to 1.7%, saving approximately $130K in ACV through data-driven reporting repairs and systemic integrity fixes.
- Client KPI Visualization: Designed the first client-facing KPI Trend Graphs, creating a shared data language between account teams and clients to drive retention.
Product Specialist
2 Years 4 Months- API-Based Data Sourcing Tool: Developed an API-based data sourcing tool to replace manual user emulation; stabilized KPI reporting and reduced significant resource drain.
Education
- Communications
Skills
Organizational Diplomacy: Stakeholder influence
product evangelism
executive communications
cross-functional alignment
Financial & Data Fluency: Unit economics
margin optimization
revenue recognition modeling
tariff response
A/B pricing
Strategic Systems: Multi-vertical scaling
opportunity solution trees
RICE/WSJF
operational architecture
Technical Execution: GraphQL API management
microservices
headless CMS
WMS/PLM/ERP integrations
service observability
AI & Analytics: LLM integration
assortment testing platforms
attribution engines
LaunchDarkly + live backend data
Innovation & Change Management: AI-first product discovery workflows
DX platform design
organizational adoption
Product analytics
Product vision
Product performance metrics
Timeline
Principal Product Manager
Fabletics (TechStyle Fashion Group)
05.2022 - 02.2026Read More
Director of Product
Fabletics (TechStyle Fashion Group)
08.2020 - 05.2022Read More
Senior Product Manager, Digital Experience
Fabletics (TechStyle Fashion Group)
04.2019 - 08.2020Read More
Product Lead & Staff Product Manager
Tech Holding & Ninety Plus Wine
01.2018 - 03.2019Read More
Product Manager
AutoVitals Inc.
06.2016 - 01.2018Read More
Product Specialist
AutoVitals Inc.
02.2014 - 06.2016Read More
University of California, Santa Barbara
from Communications
Read More