Caitlin Cuccio

Evaluator
DISC Type : dcs

Regional Vice President, Mid-Market at Dialpad

Austin, Texas, United States

Overview

Caitlin Cuccio is the Regional Vice President for Mid-Market sales at Dialpad, an experienced software sales leader with a history of promotions within the company. Colleagues describe her as an authentic, positive, and inspiring manager. She holds a Bachelor of Arts from Texas State University.

Based in Austin, Texas, Caitlin is an engaged alumna of Texas State University. She is active in the local tech community, promoting industry events and networking opportunities in the area.

She has been with Dialpad for over six and a half years, contributing to its growth from under $150M to over $300M in annual recurring revenue.

Personality Overview

Fast But Analytical

Hard To Convince

Thorough Evaluator

They have a unique set of diverse traits where they are decisive and methodical but can sometimes be extra cautious and skeptical  They are not very likely to become strong advocates of your product or service They focus on the results, but can still be quite procedural and analytical about how to get there

Topics They Care About

Sales Team Leadership
Numerous recommendations praise her as an authentic and inspiring leader who is genuinely invested in her team's growth, coaching, and success.
SaaS Revenue Growth
She publicly celebrated Dialpad's growth to $300 million in ARR, showing her focus on building momentum and achieving significant revenue milestones.
AI in Communication
Expressed excitement for Dialpad's addition of "agentic Ai" to its technology stack, indicating a strong interest in leveraging AI for business communication.

Media Appearances

Caitlin has no verified media appearances

Work History

2-2026
Regional Vice President, Mid-Market at Dialpad
7-2025 - 2-2026
Sr. Regional Vice President, Commercial Sales at Dialpad
5-2023 - 7-2025
Regional Vice President, Commercial Sales at Dialpad
3-2022 - 5-2023
Director of Sales, Commercial at Dialpad
6-2021 - 3-2023
Manager, Commercial at Dialpad

Education

2007 - 2010
Bachelor of Arts (BA) from Texas State University
2008 - 2008
Education details unavailable from Lamar University

More Information

Social Presence :

Prographics :

Exp : 14 Location : Austin, Texas, United States Job Level : Senior Designation : Regional Vice President, Mid-Market at Dialpad
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Insights For Selling To Caitlin

During A Call Or A Meeting

DO's

  • Showcase how you can impact results but also make sure that you share detailed information too
  • Showcase your competitive superiority clearly when possible or address it at the minimum
  • Help them see both - the ‘big picture’ impact and the ROI of the investment

DONT's

  • Avoid self-deprecating references or general informality, it could decrease their trust in you
  • Don’t focus on relationship, focus purely on the merit of your product
  • Avoid too much small talk, just a few formal pleasantries should be fine

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Caitlin is

  • ROI matters the most to them, followed by process and finally proof of results
  • Will you ever get a clear answer from Caitlin

  • They might hesitate a little, but will go ahead and say no when necessary (or asked)

Insights For Deal Planning

    How fast (or slow) will Caitlin move?

  • They are unlikely to move very fast, especially when it comes to new products or services
  • Can Caitlin take some risk or not?

  • They have relatively low risk-appetite and are not very likely to go for something unproven and risky

You And Caitlin

Personality Compatibility


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