Adam Cavanaugh

Doer
DISC Type : sd

Director of Sales at Surfside

Weston, Massachusetts, United States

Overview

Adam is a growth-focused operator with over 15 years of experience leading sales and strategy in tech and e-commerce. He began his career at the company that became Wayfair and later scaled revenue operations at Leafly. Now Director of Sales at Surfside, he holds a BA from Quinnipiac University.

Based in the Boston area, Adam has a passion for gourmet food, particularly sustainable aquaculture. He has been involved with the Nantucket Wine & Food Festival, representing high-end oyster and caviar brands. His interests also appear to include coastal activities like surfing.

Unique fact: Adam helped launch new cannabis markets from the ground up, starting in Missouri when there were zero active operators in the state.

Personality Overview

Risk-Accepting

Strategic Planner

Fast-paced

They exhibit a rare combination of being result-oriented but patient at the same time.  Reading between the lines and seeing beyond your words comes naturally to them. They are very professional in their approach and can weigh multiple perspectives together.

Topics They Care About

Cannabis Industry Growth
He has extensive experience scaling cannabis tech companies like Leafly and Surfside, and has served as President of the Cannabiz Credit Association.
GTM & Sales Strategy
His career is focused on building go-to-market strategies, sales, and operations to drive revenue, and he has a track record of achieving multiple successful business exits.
E-commerce Logistics
He started his career at the company that became e-commerce giant Wayfair and later operationalized online pickup for dispensaries at Leafly.

Media Appearances

Adam has no verified media appearances

Work History

2-2026
Director of Sales at Surfside
5-2024 - 2-2026
Director of Sales at Island Creek Oysters
5-2023 - 7-2024
President at Cannabiz Credit Association
12-2021 - 5-2023
Director of Revenue Operations at Leafly
3-2020 - 12-2021
Director of Enterprise Accounts at Leafly

Education

2002 - 2006
BA from Quinnipiac University
1-2005 - 5-2005
Study Abroad from Macquarie University

More Information

Social Presence :

Prographics :

Exp : 19 Location : Weston, Massachusetts, United States Job Level : Mid-senior Designation : Director of Sales at Surfside
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Insights For Selling To Adam

During A Call Or A Meeting

DO's

  • Come across as a trustworthy professional and be respectful, they usually know their game
  • Focus on the results that your product produces, expect some strategic questions in return
  • During followups, use phone or text if needed, they should be fine

DONT's

  • Avoid putting conscious effort into relationship-building
  • Don't go over them unless you are left with no other option
  • Don't focus too much on mutual contacts or bother about other stakeholders, focus on them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Adam is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Adam

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Adam move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Adam take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Adam

Personality Compatibility


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