Jennifer Shehane

Enigma
DISC Type : dci

Head of Product at Cypress.io

United States

Overview

Jennifer Shehane is the Cofounder and Head of Product at Cypress. io, where she has progressed from engineering leadership roles. A longtime engineer turned product leader, she studied Industrial Design at Georgia Institute of Technology and focuses on helping teams improve software quality and ship with confidence.

Outside of her leadership role at a major open-source company, Jennifer is a mother and actively engages with the tech community by speaking at conferences and appearing on podcasts.

She helped build an open-source application that grew to nearly 3. 5 million weekly downloads on npm.

Personality Overview

Hard To Convince

Persuasive & Assertive

Friendly Yet Blunt

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

Topics They Care About

Software Testing
As the product leader for Cypress, she frequently speaks at conferences and on podcasts about creating reliable and effective testing strategies for development teams.
Developer Experience
Her core professional focus is on creating tools and processes that empower developers to trust their tests and deliver high-quality software with confidence.
Open Source Software
She leads a company built around a major open-source project and previously managed the engineering team responsible for the core application.

Media Appearances

Cypress Blog: Articles by Jennifer Shehane. Featured in Cypress.io Blog

See Now

Work History

2-2026
Head of Product at Cypress.io
6-2022
Senior Engineering Manager at Cypress.io
8-2021 - 5-2022
Engineering Manager at Cypress.io
10-2011 - 12-2015
Front-End Developer at InspectAll
5-2011 - 10-2011
Web & Graphic Designer at Swipe for Change

Education

2007 - 2009
Education details unavailable from Kennesaw State University
2004 - 2005
Industrial Design from Georgia Institute of Technology

More Information

Social Presence :

Prographics :

Exp : N/A Location : United States Job Level : N/A Designation : Head of Product at Cypress.io
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Insights For Selling To Jennifer

During A Call Or A Meeting

DO's

  • Help them realize that any personal risk in making this decision is far less compared to what the results could mean for them
  • Let them lead the discussion, create opportunities for them to speak if they are not very forthcoming
  • Build rapport slwly without rushing, it will come handy to handle hard questions later

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Don’t rely excessively on your relationship with them to win the deal even if you come to form one
  • Don’t brush off any concerns, take all questions seriously. They are easily deterred

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jennifer is

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

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

Insights For Deal Planning

    How fast (or slow) will Jennifer move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can Jennifer 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 Jennifer

Personality Compatibility


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