Madeleine Ormond

Strategy & Ops Leader | Fractional Chief of Staff | Driving Aligned Execution of Sharp Strategy

Role
Co-founder & Chief Consultant at The Backflip Group
Location
Brooklyn, NY, US
LinkedIn followers
500 followers

About Madeleine Ormond

I’m a strategic generalist with 10+ years of experience helping tech companies move faster, think sharper, and build what’s next. I’ve led product, business, and go-to-market strategy across B2B and B2C — at companies like Hinge, Squarespace, Varicent, and Vine/Twitter. I tend to step into first-time or evolving roles that need clarity, momentum, and a bit of structure.I’ve worked on everything from 0→1 product launches to scaling operations, often in environments with no playbook — just smart people, a good problem, and the will to figure it out. A few of my recent roles ended due to broader layoffs or restructuring — but I’ve always stayed through the hard parts. I don’t check out when things get messy — I lean in, help teams stay steady, and keep things moving forward.What excites me most is solving complex, ambiguous problems with curious, collaborative teams. I like connecting dots, turning ideas into execution, and making companies work better — and more enjoyably — from the inside out.I care deeply about where technology is going — and I want to help shape it. I think and talk about it in my free time, and I’m driven by the idea of building smarter systems that actually support how people live, work, and connect.Right now, I’m consulting with early-stage startups to help them find product-market fit and build toward scale. I’m also exploring my next full-time role — ideally somewhere with big ideas, interesting challenges, and a team that values clarity, creativity, and momentum.

Experience

  1. Co-founder & Chief Consultant

    The Backflip Group

    Jan 2022 — Present · New York, NY, US

    I run a consulting practice that helps early-stage and growth-stage tech startups solve complex problems, move faster, and build toward scale. I typically partner with founders and exec teams during moments of change — when the product isn’t landing, the roadmap is fuzzy, or the team needs alignment to keep going. Clients span B2B SaaS, B2C products, and marketplace platforms• Help startups identify market needs, land first customers, and build toward product-market fit• Design go-to-market strategies, pricing and packaging models, and operational systems to support growth• Build financial models, test product concepts, and shape investor narratives• Known for bringing clarity, structure, and momentum to teams navigating ambiguity

Education

  • Wake Forest University

    Bachelor of Arts (B.A.), Philosophy

    2010 — 2014

Skills

  • Human Relations
  • Songwriting
  • Negotiation
  • Marketing
  • Piano
  • Guitar
  • People Skills
  • Writing
  • Graphic Design
  • Powerpoint
  • Microsoft Excel
  • Microsoft Word
  • Fine Art
  • Music Theory
  • Social Media
  • Event Planning
  • Radio
  • Public Relations
  • Microsoft Office

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Madeleine Ormond — Co-founder & Chief Consultant at The Backflip Group in Brooklyn, NY, US | Unifers