Simon Wool

Observer
DISC Type : ci

Chief Growth Officer at Zagged

New York, New York, United States

Overview

Simon is a seasoned growth leader whose strategies have managed over $500 million in ad spend to drive more than $2 billion in revenue. A University of Kentucky graduate, he has guided growth for high-profile D2C brands like Misfits Market and Little Spoon. Colleagues describe him as proactive, diligent, and assertive.

Outside of his direct roles, Simon is a recognized voice in the e-commerce community, sharing his performance marketing expertise as a guest on industry podcasts. He maintains a connection to his alma mater, the University of Kentucky.

His strategies have helped lead companies like Misfits Market and Little Spoon through major funding rounds, including a Series C at a $1B+ valuation.

Personality Overview

Value Driven

Assertive

Example Seeker

They are generally good communicators and can be hard to convince.  They can sound friendly and charming but can quickly change gears to become inquisitive and probing. They are likely to ask many questions and look heavily for supporting information.

Topics They Care About

D2C Growth Strategy
He has extensive experience scaling D2C brands, leading companies like Misfits Market and Little Spoon through significant fundraising and valuation milestones.
Paid Media Optimization
He is an expert in paid advertising, speaking publicly on topics like creative testing, blended CAC, and navigating the challenges of data attribution post-iOS 14.
Media Spend Diversification
He is an advocate for diversifying traffic sources beyond traditional platforms, highlighting the need for brands to explore and test new channels like TikTok.

Media Appearances

Simon has no verified media appearances

Work History

12-2025
Chief Growth Officer at Zagged
6-2025
Head of Growth at Graymatter Labs
1-2022 - 12-2022
Head of Growth at Cometeer
8-2020 - 1-2022
Head of Growth at Little Spoon
5-2020
Growing Brands at Wool Ventures

Education

Bachelor of Business Administration (B.B.A.) from University of Kentucky
Highschool from Williston Northampton School

More Information

Social Presence :

Prographics :

Exp : 3 Location : New York, New York, United States Job Level : Leadership Designation : Chief Growth Officer at Zagged
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Insights For Selling To Simon

During A Call Or A Meeting

DO's

  • Use phrases like ‘clear proof that’, ‘data shows’ etc.
  • Ask them questions to understand their needs better while staying affable
  • Be prepared for a lot of questions, answer them objectively

DONT's

  • Don’t rely excessively on your relationship with them to win the deal
  • Don’t try to rush them into a decision, provide all necessary information first
  • Avoid making offhand commitments

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Simon is

  • Proven value, strong testimonials are important to them, relationships will have some weightage.
  • Will you ever get a clear answer from Simon

  • They are practical and friendly, don't expect a clear-cut response often.

Insights For Deal Planning

    How fast (or slow) will Simon move?

  • They like to perform full analysis and can take time to make any decision.
  • Can Simon take some risk or not?

  • They evaluate their decisions systematically and are less likely to take risks.

You And Simon

Personality Compatibility


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