Ryan Barbosa

Examiner
DISC Type : cs

Sales Director - New Business - Mid Market at ClickUp

Los Angeles, California, United States

Overview

Ryan is a Sales Director at ClickUp with a background at Salesforce and monday. com, where he was part of an IPO and earned Presidents Club honors. He values diverse perspectives for enriching team dynamics and holds a B. S. from California Polytechnic State University. People who have worked with him describe him as intelligent and humble.

Drawing from his multicultural upbringing, Ryan is a reflective leader who has written about overcoming imposter syndrome and the importance of self-belief. He is passionate about building teams and creating opportunities for others in the pre-IPO SaaS space, and actively recruits for new challenges.

In 2024, he led his sales team from 63% attainment in the first quarter to 111% in the fourth quarter, ranking second globally.

Personality Overview

Overcautious

Late Adopter

Status Quo Seeker

The only way to convince them is by showing them examples and ample proof.  They do not like taking risks at all and go for proven options in the end. They are always well-planned and adopt a systematic approach.

Topics They Care About

Sales Leadership
As a Sales Director, he has a proven history of leading teams to over 111% attainment and has won company awards for his obsessive focus on success.
AI in Sales
His current role at ClickUp includes a focus on "Buildin' Agents + AI, " indicating a professional interest in applying artificial intelligence to sales processes.
Diverse Team Building
His multicultural upbringing instilled in him the importance of incorporating varied perspectives to enrich team dynamics and achieve better outcomes.

Media Appearances

Ryan has no verified media appearances

Work History

1-2025
Sales Director - New Business - Mid Market at ClickUp
8-2023 - 1-2025
Sales Director - Expansion at ClickUp
9-2021 - 8-2023
Sr Enterprise Account Executive at monday.com
1-2020 - 10-2021
Enterprise Account Executive at monday.com
2-2018 - 1-2020
Account Executive - Mid Market at Salesforce

Education

Bachelor of Science from California Polytechnic State University-San Luis Obispo

More Information

Social Presence :

Prographics :

Exp : 11 Location : Los Angeles, California, United States Job Level : Mid-senior Designation : Sales Director - New Business - Mid Market at ClickUp
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Insights For Selling To Ryan

During A Call Or A Meeting

DO's

  • Expect them to be vague in response to your questions, ask firmly and pointedly
  • Be firm in your communication and stay in control
  • Expect them to be slow and cautious, encourage them to ask more questions

DONT's

  • Don't rely on relationship building even if they act pleasantly
  • Don't push them too hard to make fast decisions, give them time
  • Don't use phrases like 'do not worry', 'i promise' etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Ryan is

  • Proof of usage by others in the industry, case studies showing ROI are likely to work the best with them.
  • Will you ever get a clear answer from Ryan

  • They don’t say no often, they push out the decisions or keep going around in circles.

Insights For Deal Planning

    How fast (or slow) will Ryan move?

  • They are some of the slowest movers and take their time reaching decisions.
  • Can Ryan take some risk or not?

  • They have very low acceptance of risk even if they do not say it directly.

You And Ryan

Personality Compatibility


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