Cy Caine

About Cy Caine

I have established a reputation as a leader at the intersection of media, information products, and technology. I bring relentless energy, an inquisitive mind, and a focus on tangible results to every assignment. I am well-versed in product management best practices and have stepped up repeatedly throughout my career to lead significant strategic initiatives. Colleagues describe me as digitally savvy, customer-focused, a terrific ‘product guy,\' and a top-notch strategic thinker. They say I am a natural at the product management discipline, from new product development to P&L management of an existing portfolio. I am an executive who focuses on the key drivers of my business and am as comfortable discussing strategy in the boardroom as I am diving into the details with my team. I am a leader who builds teams that are quick to react and determined to succeed. I am known for my “zest for tech,” always staying on top of the latest trends and looking for ways to apply them to my business. SKILLS AND ATTRIBUTES GENERAL MANAGEMENT AND PRODUCT MANAGEMENT New Product Development Go-to-Market Planning and Execution Product Lifecycle Management Pricing Strategy Product & Business Strategy P&L Management Competitive Analysis Turnarounds Budgeting & Financial Management SOFTWARE AND PRODUCT DEVELOPMENT Lean Product Development Agile & Waterfall Development Saas - Software as a Service Project Management CMS & Enterprise Applications Information Architecture Requirements & User Stories User Experience ADVERTISING AND MARKETING Demand Marketing & Lead Generation Digital Advertising Operations (Ad Ops) Email Marketing Paid Search (SEM) & Search Engine Optimization (SEO) Social Media Market Research BUSINESS DEVELOPMENT & VENDOR RELATIONSHIPS Contract Negotiation Customer Relationships Partner Management Vendor Selection & Management PERSONAL ATTRIBUTES Energetic Self-starter Team Builder and Leader Entrepreneurial/Self-starter Problem Solver Collaborative Analytical

Experience

1. Director of Product Strategy (Head of Product)

   Trajector

   Oct 2021 — Present · Mamaroneck, NY, US

   At Trajector, our mission is to help our veterans and the underserved and at-risk people living with a disability in their quest to receive all the disability benefits they medically, legally, and ethically qualify for from both government and private entities. Millions of Americans struggle to secure their disability benefits due to a simple lack of awareness, confusing eligibility standards, and burdensome procedures. We provide an essential and valuable solution for the clients that we serve—bringing clarity and confidence to an otherwise frustrating and emotional process—which we do with empathy and patience. As head of product, my role is to deliver internal and external end-user experiences that help our clients navigate the complex disability benefits journey to improve their life trajectories.

Education

• Columbia Business School

  MBA, Marketing, Finance

• Hamilton College

  BA, Economics major, History minor

• The London School of Economics and Political Science (LSE)

  General Course Certificate, Economics, International History