Bailey Da Costa

Enthusiast
DISC Type : i

Chief Engineer at OutSail Shipping

Aptos, California, United States

Overview

Bailey Da Costa is the Chief Engineer and a co-founder of OutSail Shipping, a Y Combinator-backed (W23) company revolutionizing maritime freight with wind power. A Caltech graduate, his expertise in electrical engineering was honed at aerospace and autonomous technology firms like Impossible Aerospace and AEye, Inc. , focusing on building complex devices from the ground up.

He has a demonstrated passion for applying engineering skills to solve real-world problems, dating back to his time at Caltech. There, he was involved in projects to create innovative products for people with disabilities, including developing a motor-assisted wheelchair to aid caregivers. His interests lie in cutting-edge technology and exploration.

His company is developing innovative, containerized sails that can be installed on ships as easily as a standard shipping container, providing up to 20% fuel savings.

Personality Overview

Non-Confrontational

Amiable & Agreeable

Optimistic

They are generally friendly, so be careful when relying on their word.  They prefer to build relationships rather than staying totally transactional. Unlike D or C types, they are convinced more by stories and testimonials.

Topics They Care About

Maritime Decarbonization
Co-founded OutSail to provide an economical, wind-powered solution to help the shipping industry reduce its significant carbon footprint and comply with new regulations.
Wind Propulsion Tech
As Chief Engineer, he is pioneering a "plug-and-play" retractable wingsail that fits in a shipping container, making wind-assist technology more accessible for cargo ships.
Aerospace Technology
Previously a Senior Electrical Engineer at Impossible Aerospace and AEye, indicating a strong background and interest in aerospace and autonomous systems.

Media Appearances

Bailey Da Costa - Co-Founder and Chief Engineer @ OutSail Shipping. Featured in Crunchbase

See Now

Work History

6-2022
Chief Engineer at OutSail Shipping
6-2020 - 7-2022
CEO/Software Engineer at QuizMount
9-2019 - 6-2020
Electrical Engineer at Impossible Aerospace
7-2019 - 9-2019
Senior Electrical Engineer at AEye, Inc.
7-2017 - 7-2019
EE at AEye, Inc.

Education

1-2023 - 4-2023
Education details unavailable from Y Combinator
2013 - 2017
Bachelor's degree from Caltech

More Information

Social Presence :

Prographics :

Exp : 9 Location : Aptos, California, United States Job Level : Middle Designation : Chief Engineer at OutSail Shipping
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Insights For Selling To Bailey

During A Call Or A Meeting

DO's

  • Invite them for a lunch or a drink/coffee
  • Ask them how their day is going or exchange some other pleasantries
  • Compliment them about their personality if you get a chance

DONT's

  • Avoid overloading them with too much information
  • Don’t push them for a direct ‘no’, take lack of ‘yes’ as ‘no’ after some time
  • Don't be critical or challenge them openly, they can react defensively

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Bailey is

  • Relationship and rapport are valuable for them, but so is proven product value.
  • Will you ever get a clear answer from Bailey

  • They will hardly ever say a direct no.

Insights For Deal Planning

    How fast (or slow) will Bailey move?

  • Even when they are constantly engaged, they do not reach decisions quickly.
  • Can Bailey take some risk or not?

  • They can take some low-probability risks if needed.

You And Bailey

Personality Compatibility


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