Kyle Didier

Enigma
DISC Type : dic

Manager, Account Executive - Install Base at UpKeep

San Diego, California, United States

Overview

Kyle is a sales leader with 10 years of experience, specializing in building sales functions for companies that have found product-market fit. A UC Santa Barbara graduate, he is passionate about creating systems for success and currently manages an Account Executive team at UpKeep, focusing on expanding existing accounts.

Outside of his direct role, Kyle is passionate about mentoring and helping sales reps grow their careers. He actively promotes opportunities within his network and is engaged with the San Diego SaaS and DaaS startup scene, highlighting roles at companies with strong leadership.

He is self-aware of having "happy ears" in sales and proactively uses forecasting tools like Gong to analyze risk.

Personality Overview

Persuasive & Assertive

Friendly Yet Blunt

Challenger

They are generally strong communicators and are not easy to convince.  They can sound friendly and charming but can quickly change gears to become inquisitive and probing  They are likely to ask many questions and look heavily for supporting proof as well as information.

Topics They Care About

Building Sales Teams
Specializes in creating '0-to-1' full-cycle sales functions for companies ready to scale their go-to-market strategy.
Sales Process Optimization
Focuses on creating efficient systems that allow sales reps to exceed their goals with minimal friction.
Remote Team Culture
Believes in fostering a sales culture of autonomy and collaboration that is specifically designed to thrive in a remote environment.

Media Appearances

Kyle has no verified media appearances

Work History

4-2025
Manager, Account Executive - Install Base at UpKeep
10-2024 - 4-2025
Senior Manager of XDR at UpKeep
2-2024 - 9-2024
Business Development Manager at UpKeep
9-2022 - 2-2024
Head of Account Development at HumanSignal
10-2021 - 9-2022
Director of Account Development at SafeGraph

Education

2011 - 2015
Bachelor's Degree from UC Santa Barbara

More Information

Social Presence :

Prographics :

Exp : 13 Location : San Diego, California, United States Job Level : Middle Designation : Manager, Account Executive - Install Base at UpKeep
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Insights For Selling To Kyle

During A Call Or A Meeting

DO's

  • Let them lead the discussion, create opportunities for them to speak if they are not very forthcoming
  • Use a combination of data as well as stories for your pitch, a ppt might not be necessary
  • Be prepared for a mix of questions and inquisitiveness, answer them in the tone in which they have been asked

DONT's

  • Avoid making offhand commitments, understand the root of their concerns first
  • Don’t rely excessively on your relationship with them to win the deal even if you come to form one
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kyle is

  • Proven value, strong objective evidence are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Kyle

  • They are practical and friendly, but can give a clear response with a little prodding

Insights For Deal Planning

    How fast (or slow) will Kyle move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can Kyle take some risk or not?

  • They evaluate their decisions systematically and do not take risks that often, unless you can get them to develop strong conviction

You And Kyle

Personality Compatibility


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