Kayla Herbs

Inspirer
DISC Type : id

Senior Manager, UK Sales at Square

United Kingdom

Overview

Kayla is a sales leader at Square with extensive experience in building and scaling international sales teams, particularly in North America and Europe. A graduate of Muhlenberg College, she is described by colleagues as a highly successful and compassionate leader who excels at developing talent.

Outside of her professional life, Kayla has a background in the fine arts. Her education includes specialized vocal training, indicating a passion for performance and creative expression. This artistic pursuit suggests a well-rounded personality with interests beyond the corporate world.

Unique fact: Kayla has formally studied vocal training at the Florence University of the Arts in Italy.

Personality Overview

Charming & Persuasive

Decisive

Achievment Oriented

They respond well to objective pitches but also attach some value to relationships.  They don’t mind taking a stand if they believe in something. They measure a product on its merit but can be influenced by strong testimonials.

Topics They Care About

Scaling Sales Teams
She has a proven track record of scaling sales teams by 10x and is actively hiring to grow her UK sales organization at Square.
Compassionate Leadership
Described as an empathetic leader, she focuses on building supportive teams, fostering trust, and promoting top talent from within.
Go-to-Market Strategy
She has experience building and executing verticalization strategies and unique sales motions for both North American and EMEA markets.

Media Appearances

Kayla has no verified media appearances

Work History

10-2025
Senior Manager, UK Sales at Square
4-2024 - 10-2025
Manager, UK Sales at Square
2-2022 - 12-2023
Head of Sales, Demand, Europe at Faire
12-2021 - 2-2022
Senior Sales Manager, Supply, North America at Faire
10-2019 - 11-2021
Sales Manager, Supply, North America at Faire

Education

Vocal Training from Florence University of the Arts
Bachelor of Arts - BA from Muhlenberg College

More Information

Social Presence :

Prographics :

Exp : 7 Location : United Kingdom Job Level : Middle Designation : Senior Manager, UK Sales at Square
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Insights For Selling To Kayla

During A Call Or A Meeting

DO's

  • Clearly address the competitive aspects
  • Focus on the big picture and the strategic value of your product
  • Get them to a point where they are ready to bat for your product internally

DONT's

  • Don’t keep repeating the same information, it could make them impatient
  • Don’t be very informal even if they are being so themselves
  • Avoid focusing only on the product or its ROI, keep building trust subtly

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kayla is

  • Confidence in the product’s value is critical, followed by relationship and a sense of achievement.
  • Will you ever get a clear answer from Kayla

  • They will not hesitate to say no if they do not develop conviction.

Insights For Deal Planning

    How fast (or slow) will Kayla move?

  • If they develop confidence in your product and you, then they can make fast decisions.
  • Can Kayla take some risk or not?

  • If necessary, they have the ability to take risky decisions.

You And Kayla

Personality Compatibility


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