Hilary Flanagan

Energizer
DISC Type : I

Chief Operating Officer at Teramind

Stoughton, Massachusetts, United States

Overview

Hilary Flanagan is the Chief Operating Officer at Teramind, where she scales business operations by managing processes and talent. A strategist with a background in marketing and communications from Boston University, people who have worked with her describe her as creative, organized, and goal-driven. She has a history of building marketing operations functions from the ground up.

Living just south of Boston, Hilary is passionate about creating order from chaos in her professional life. Outside of work, she stays active by playing in competitive softball leagues, gardening, and spending time with her pitbull mix, Penny. She values bringing her international team, from over 40 countries, together in person.

She grew a previous companys HubSpot platform to over 450 active users and scaled its customer support teams to handle over 10, 000 chats weekly.

Personality Overview

Believer

Enthusiastic

Full Of Energy

They are people oriented, friendly and like creating new connections.  Unlike C or D types, they are vocal with their opinions but not so much with their questions. They are naturally enthusiastic, so take their promise with a pinch of salt.

Topics They Care About

Scaling Operations
Her current role as COO and past experience focus on scaling companies through process, talent management, and transparency.
Building Company Culture
She frequently posts about her passion for bringing her global team of 40+ nationalities together for sales kick-offs and other events.
HubSpot Ecosystem
She was a HubSpot system admin in a previous role, grew a platform to 450+ users, and has recently posted about hiring HubSpot experts.

Media Appearances

Hilary Flanagan - Teramind. Featured in Teramind

See Now

Work History

1-2025
Chief Operating Officer at Teramind
8-2022 - 1-2025
Vice President of Business Operations at Teramind
4-2022 - 8-2022
System Administrator at Teramind
3-2021 - 10-2021
Director of Marketing Operations & Experience at Agero, Inc.
3-2017 - 3-2021
Senior Manager - Marketing & Communications at Agero, Inc.

Education

BS from Boston University

More Information

Social Presence :

Prographics :

Exp : 16 Location : Stoughton, Massachusetts, United States Job Level : Leadership Designation : Chief Operating Officer at Teramind
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Insights For Selling To Hilary

During A Call Or A Meeting

DO's

  • Share some stories about how you you have helped people in similar positions succeed
  • Use phrases like ‘people will love’, ‘massive impact’ etc.
  • Invite them for a lunch or a drink/coffee

DONT's

  • Don’t assume a yes just because they have not said no
  • Avoid cutting into their flow
  • Don’t be too formal, focus on building comfort and trust

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Hilary is

  • Relationship and trust can be vital with them, sometimes more than anything else.
  • Will you ever get a clear answer from Hilary

  • They are unlikely to say no directly, you have to make that decision yourself.

Insights For Deal Planning

    How fast (or slow) will Hilary move?

  • They are not the fastest decision makers, their friendly approach can give false positive signals.
  • Can Hilary take some risk or not?

  • They can accept limited risks, ones that they think will not impact them personally.

You And Hilary

Personality Compatibility


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