Jason Berry

Examiner
DISC Type : cs

Entrepreneur at Building Whats Next

Kalaheo, Hawaii, United States

Overview

Jason Berry is a seasoned entrepreneur with over 30 years of experience in the residential roofing industry. He has a proven track record of starting, scaling, and successfully exiting multiple roofing businesses across seven states. He studied Business at Johnson County Community College and recently led ProBuilt Hawaii through a private equity acquisition.

Jason is driven by the fundamental challenges of building a business from the ground up. His career, which has taken him from the Midwest to Hawaii, demonstrates a passion for tackling diverse markets and leading new ventures. His current focus is on his next entrepreneurial project, "Building What’s Next. "

He successfully co-founded, scaled, and exited ProBuilt Hawaii, which became one of the largest residential roofing contractors in the state.

Personality Overview

Tough To Convince

Overcautious

Status Quo Seeker

They tend to have clarity about their needs and constraints, and are unlikely to over-promise.  The only way to convince them is by showing them examples and ample proof. They are always well-planned and adopt a systematic approach.

Topics They Care About

Roofing Industry
He has over three decades of hands-on experience starting, building, and scaling residential roofing businesses across the United States.
Business Scaling
His entire career has focused on growing roofing companies from scratch, expanding them across multiple locations and diverse markets.
Private Equity Exits
He recently led his company, ProBuilt Hawaii, through a successful private equity acquisition in 2024, showcasing his expertise in M&A.

Media Appearances

Jason has no verified media appearances

Work History

2-2026
Entrepreneur at Building Whats Next
9-2024 - 10-2025
President at ProBuilt Hawaii (a Koa Capital Partners Company as of 9/1/24)
6-2016 - 9-2024
Co-Founder & CEO at ProBuilt Hawaii
6-2006 - 6-2016
Chief Executive Officer at CapEx Roofing, LLC
6-2006 - 12-2012
Founder at Infinity Roofing, LLC

Education

Business from Johnson County Community College

More Information

Social Presence :

Prographics :

Exp : 28 Location : Kalaheo, Hawaii, United States Job Level : N/A Designation : Entrepreneur at Building Whats Next
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Insights For Selling To Jason

During A Call Or A Meeting

DO's

  • First of all, focus on building their confidence by sharing examples, case studies etc.
  • Expect them to be vague in response to your questions, ask firmly and pointedly
  • Expect them to be slow and cautious, encourage them to ask more questions

DONT's

  • Don't be very accepting if that is your natural style, stay firm
  • Don't use phrases like 'do not worry', 'i promise' etc.
  • Don't push them too hard to make fast decisions, give them time

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jason is

  • Proof of usage by others in the industry, case studies showing ROI are likely to work the best with them.
  • Will you ever get a clear answer from Jason

  • They don’t say no often, they push out the decisions or keep going around in circles.

Insights For Deal Planning

    How fast (or slow) will Jason move?

  • They are some of the slowest movers and take their time reaching decisions.
  • Can Jason take some risk or not?

  • They have very low acceptance of risk even if they do not say it directly.

You And Jason

Personality Compatibility


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