Bradley Stillwagon

Evaluator
DISC Type : csd

Engineering Manager at PayIt

New York, New York, United States

Overview

Bradley Stillwagon is an Engineering Manager at PayIt with over eight years of experience in startups, focusing on building teams founded on trust and shared purpose. He specializes in scaling systems and optimizing scrum processes, holding a Bachelor of Science from Southwest Baptist University.

Outside of his professional life, Bradley has a background in competitive athletics, having served as the senior captain of the mens soccer team during his time at Southwest Baptist University. This experience highlights his leadership qualities both on and off the field.

He was named to the CoSIDA Capital One First Team All-District Academic Team, showcasing excellence in both athletics and academics as a student-athlete.

Personality Overview

Thorough Evaluator

Fast But Analytical

Quality Focused

They are not very likely to become strong advocates of your product or service  They have a unique set of diverse traits where they are decisive and methodical but can sometimes be extra cautious and skeptical They focus on the results, but can still be quite procedural and analytical about how to get there

Topics They Care About

People-First Leadership
His management philosophy centers on developing people alongside products, creating an environment where engineers feel empowered and invested in their work.
Engineering Process Optimization
He has a proven track record of increasing team velocity and commitment accuracy by refining work breakdown strategies and scrum processes.
Automated Software Testing
As a Cypress Ambassador, he is a vocal advocate for quality assurance and has integrated automation to significantly reduce bugs and manual testing efforts.

Media Appearances

Bradley has no verified media appearances

Work History

4-2024
Engineering Manager at PayIt
3-2022
Founder at Golden Goal, LLC
5-2022 - 4-2024
Engineering Manager at Series
3-2019 - 5-2022
Lead Software Engineer at RFP360, an RFPIO company
6-2016 - 3-2019
Software Engineer at Mylo, a Lockton Company

Education

2010 - 2014
Bachelor of Science (BS) from Southwest Baptist University

More Information

Social Presence :

Prographics :

Exp : 9 Location : New York, New York, United States Job Level : Middle Designation : Engineering Manager at PayIt
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Insights For Selling To Bradley

During A Call Or A Meeting

DO's

  • Use phrases like ‘the ROI of this’, ‘X% more’ etc.
  • Be prepared for comments or questions that are critical of your product or your claims
  • Help them weigh the risks by sharing objective proof points instead of anecdotes and examples

DONT's

  • Avoid making strong statements, instead invite them to agree with you by asking them questions
  • Don’t nudge them to do something by using the logic that others have done the same
  • Avoid too much small talk, just a few formal pleasantries should be fine

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Bradley is

  • ROI matters the most to them, followed by process and finally proof of results
  • Will you ever get a clear answer from Bradley

  • They might hesitate a little, but will go ahead and say no when necessary (or asked)

Insights For Deal Planning

    How fast (or slow) will Bradley move?

  • They are unlikely to move very fast, especially when it comes to new products or services
  • Can Bradley take some risk or not?

  • They have relatively low risk-appetite and are not very likely to go for something unproven and risky

You And Bradley

Personality Compatibility


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