Rachel McCaskill

Energizer
DISC Type : I

Executive Support Lead at Story & Strategy Co.

Sarnia, Ontario, Canada

Overview

Rachel McCaskill is a Fractional Executive Assistant specializing in support for B2B founders. Her expertise lies in proactive coordination, clear communication, and ensuring projects stay on track to meet delivery commitments. She is a graduate of Lambton College, where she earned a diploma.



Her Office Administration Faculty Award and inclusion on the Deans Honor List highlight her academic excellence and dedication.

Personality Overview

Relationship Oriented

Imaginative

Full Of Energy

They are not always early adopters but can be pursuaded by leveraging strong relationships.  They excel at seeing the bigger picture, and the long-term impact of their decisions. They are naturally enthusiastic, so take their promise with a pinch of salt.

Topics They Care About

Founder Support
Her current role is specifically tailored to providing executive and operational support for founder-led B2B and digital businesses.
B2B Operations
Manages key operational functions for B2B clients, including structuring CRM workflows, client onboarding, and ensuring project delivery commitments are met.
Executive Efficiency
Focuses on maximizing leader effectiveness by managing executive inboxes, calendars, and task flows to ensure clear direction across teams.

Media Appearances

Rachel has no verified media appearances

Work History

3-2025
Executive Support Lead at Story & Strategy Co.
9-2021 - 8-2023
Production Manager & Editor at Cureight
4-2019 - 10-2021
Executive Administrative Assistant at Lambton Elderly Outreach
4-2018 - 8-2018
Summer Events Associate at The Corporation of the City of Sarnia
5-2017 - 8-2017
Summer Student at Pembina Pipeline Corporation

Education

9-2017 - 4-2019
Diploma from Lambton College
9-2016 - 4-2017
Education details unavailable from Brescia University College

More Information

Social Presence :

Prographics :

Exp : 9 Location : Sarnia, Ontario, Canada Job Level : Middle Designation : Executive Support Lead at Story & Strategy Co.
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Insights For Selling To Rachel

During A Call Or A Meeting

DO's

  • Talk about their team and how your product will help them do things better and easier
  • Talk anecdotally about the customer experience that your product offers
  • Speak enthusiastically with energy, maintain a clear and confident tone

DONT's

  • Don’t be excessively objective, be a storyteller
  • Don’t push them to make a decision too fast, let them get comfortable first
  • 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 Rachel is

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

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

Insights For Deal Planning

    How fast (or slow) will Rachel move?

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

  • They may take certain risks that they deem unlikely of personal repercussions.

You And Rachel

Personality Compatibility


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