Sergio Sicre

Wildcard
DISC Type : cis

Sr. Enterprise Account Executive, Acquisition at Grafana Labs

Brooklyn, New York, United States

Overview

Sergio Sicre is an Enterprise Account Executive at Grafana Labs, specializing in observability platforms. His career spans the enterprise data stack with successful tenures at Cube, Labelbox, and Astronomer, where he consistently exceeded sales targets. He holds a Bachelors Degree from Santa Clara University and is passionate about open-source technologies.

Outside of his professional life, Sergio has a keen interest in the practical applications of new technology. He enjoys tackling personal projects, such as building a fantasy football application using AI, demonstrating a hands-on approach to learning and problem-solving. This interest extends to exploring how AI can empower non-technical users.

Despite not knowing how to code, he successfully built a fantasy football draft application in a single day using AI tools.

Personality Overview

Requires Proof

ROI Driven

Curious But Skeptical

They are unlikely to ever become strong champions even when the conversations are going well; you should focus on cultivating other champions  They typically tend to be late adopters even when they seem friendly and excited about what you have to sell They are often friendly and nice, but can sometimes suprise you with their piercing questions

Topics They Care About

Observability & AI
He believes observability is foundational, especially as AI accelerates development and increases system complexity, leading to more production outages.
Open-Source Ecosystems
He is drawn to open ecosystems and their communities, having worked with open-source technologies like Grafana, Airflow, and Cube throughout his career.
Enterprise Sales
He is a top-performing sales executive with a track record of being the #1 representative for securing new enterprise logos at multiple previous companies.

Media Appearances

Sergio has no verified media appearances

Work History

3-2026
Sr. Enterprise Account Executive, Acquisition at Grafana Labs
1-2025 - 3-2026
Enterprise Account Executive at Cube
5-2023 - 1-2025
Enterprise Account Executive at Labelbox
10-2022 - 5-2023
Strategic Account Executive at Astronomer
10-2021 - 10-2022
Enterprise Account Executive at Astronomer

Education

2012 - 2016
Bachelor’s Degree from Santa Clara University

More Information

Social Presence :

Prographics :

Exp : 6 Location : Brooklyn, New York, United States Job Level : Middle Designation : Sr. Enterprise Account Executive, Acquisition at Grafana Labs
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Insights For Selling To Sergio

During A Call Or A Meeting

DO's

  • Help them understand the risk aspect fully while inspiring confidence
  • Be prepared for a lot of questions, answer them objectively
  • Invite them for a social do but don’t rely solely on the relationship

DONT's

  • Avoid winging it with them particularly, answer a question only if you know the answer well
  • Avoid phrases like ‘trust me’, ‘you will just love it’ etc.
  • Don't ask them to move fast, let them take their time and digest all the information

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Sergio is

  • Clear proof of product value matters to them, followed by others' testimonials and rapport.
  • Will you ever get a clear answer from Sergio

  • They are likely to give you a clear answer without taking you around in circles. However, if you share a good relationship, they might not be so forthcoming.

Insights For Deal Planning

    How fast (or slow) will Sergio move?

  • They like to perform full analysis and can take time to make any decision.
  • Can Sergio take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Sergio

Personality Compatibility


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