Justin Reidy

Go-getter
DISC Type : d

Director of Engineering at Webflow

Greater Burlington Area, United States

Overview

Justin is an Engineering Director at Webflow, leading the development of an AI-native Digital Asset Manager. A true "0→1 builder, " he previously founded Kestrel, which was acquired by Webflow. His background includes product and engineering leadership at Loom and Airbnb, and he holds a degree from the College of the Holy Cross.

Inspired by his childhood love for Disney, Justin strives to create magical user experiences in his work. Outside of tech, he co-founded a farm and food mutual aid non-profit in Vermont with his wife, demonstrating a strong commitment to his local community.

His entrepreneurial venture, Kestrel, which began as an AI-native writing app, was successfully acquired by his current employer, Webflow.

Personality Overview

Fast-Paced

Direct & Candid

Decisive

They care equally about the product and its potential impact.  They respond well to confident salespeople. They focus on objectivity in a pitch and pay little attention to bells and whistles.

Topics They Care About

AI Product Building
He has a track record of building AI products from the ground up at Loom, his startup Kestrel, and now at Webflow with their AI-native DAM.
Agentic Engineering
His recent posts show a deep focus on coaching engineers in agentic engineering and utilizing tools like Anthropic's Agent SDK.
Founder Journey
He experienced the full startup lifecycle, from founding Kestrel to being an Entrepreneur in Residence at Craft Ventures and exiting to Webflow.

Media Appearances

Justin has no verified media appearances

Work History

9-2025
Director of Engineering at Webflow
10-2023 - 9-2025
Co-Founder and CEO at Kestrel
9-2023 - 5-2024
Entrepreneur in Residence at Craft Ventures
6-2023 - 9-2023
Tech Lead, Loom AI at Loom
11-2021 - 6-2023
Director of Product Management at Loom

Education

2001 - 2005
Bachelor's degree from College of the Holy Cross

More Information

Social Presence :

Prographics :

Exp : 15 Location : Greater Burlington Area, United States Job Level : Mid-senior Designation : Director of Engineering at Webflow
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Insights For Selling To Justin

During A Call Or A Meeting

DO's

  • Stress on the business value that your product offers
  • Ask them questions confidently while doing discovery, don’t be apologetic
  • Tell them that you are there to help them create visible impact within their organization

DONT's

  • Don’t try to be an alpha salesperson, give them equal space
  • Refrain from asking too many questions
  • Do not give up if they are not convinced, try again with a different approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Justin is

  • Conviction in the product matters to them, followed by proof points and strong testimonials.
  • Will you ever get a clear answer from Justin

  • They may not be very forthcoming, but they will say no if needed.

Insights For Deal Planning

    How fast (or slow) will Justin move?

  • Their decision making speed is somewhere in the middle.
  • Can Justin take some risk or not?

  • They can take risks but after weighing up the pros and cons.

You And Justin

Personality Compatibility


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