Caitlin Gillooly
Director / Senior Manager, Strategy & Operations | E-commerce, Compliance, Marketplace Risk | Ex-Wayfair, Thrasio, 1stdibs
- Role
- Workforce Specialist at Cole Resource Center
- Location
- Boston, MA, US
- LinkedIn followers
- 500 followers
About Caitlin Gillooly
I’m a strategy and operations leader with 15+ years of experience building and scaling complex e-commerce and marketplace businesses, with deep expertise in compliance, risk, fraud prevention, and operational efficiency.I’ve held senior leadership roles at companies including Wayfair, Thrasio, and 1stdibs, where I built and led teams, launched new operational functions, partnered closely with Product and Legal, and delivered measurable improvements across cost, speed, risk reduction, and customer satisfaction.Highlights include building a Marketplace Trust function from the ground up and scaling it from 1 to 25+ team members, materially reducing fraud losses, and leading international compliance and packaging strategy to enable global expansion across the EU and Asia.Earlier in my career, I managed large-scale merchandising and category P & Ls, drove significant revenue growth, and led cross-functional initiatives spanning vendors, regulators, and internal stakeholders.I hold an MBA from Tuck School of Business at Dartmouth and a BA in Psychology from Harvard University. I’m currently open to Director- and Senior Manager-level roles in strategy, operations, risk, compliance, and marketplace or e-commerce environments.
Experience
Workforce Specialist
Nov 2025 — Present
Support workforce development and career readiness initiatives, advising individuals on job search strategy, positioning, and professional developmentApply prior leadership and hiring experience to help participants translate complex backgrounds into clear, market-aligned narratives
Education
The Tuck School of Business at Dartmouth
MBA, Business
2011 — 2013
Harvard University
AB, Psychology
2003 — 2007
Skills
- Market Research
- Strategic Planning
- Business Development
- Competitive Analysis
- Cross-Functional Team Leadership
- Start-Ups
- Strategy
- E-Commerce
- Corporate Finance
- Management Consulting
- Data Analysis
- Analytics
- Business Strategy
- Entrepreneurship
- Financial Modeling
- Online Marketplace
- Online Retail
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