Chadd Castrilli, MBA

Pioneer
DISC Type : Dsi

Vice President of Sales at Allstar Services

Washington DC-Baltimore Area, United States

Overview

Chadd Castrilli is the Vice President of Sales at Allstar Services, bringing over two decades of experience in the home improvement industry. A public speaker on sales and technology, he holds an MBA in Leadership from Southern New Hampshire University. Those he has worked with describe him as professional, knowledgeable, and hard-working.

He is passionate about developing talent through coaching and mentoring, with a focus on creating strong team cultures. He has a simple hiring rule: he prioritizes individuals who are good teammates and care about the customer experience, regardless of their sales performance.

He has received multiple "Manager of the Year" awards for his exceptional leadership and ability to drive results.

Personality Overview

Dynamic But Sincere

Driven But Considerate

Friendly But Fast

If they are convinced, they can become very strong champions for your product  They have the unique ability to win both love and respect from their team (or outsiders) They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed

Topics They Care About

Sales Team Development
Focuses on training and empowering sales teams. He has discussed turning new hires into subject matter experts in as little as two weeks using a simplified tech stack.
Business Growth
He is a frequent speaker on topics like doubling business revenue in 12 months and has a proven record of driving sales growth and market expansion.
Sales Technology
He has appeared on podcasts to discuss the significant role technology plays in hiring, training, and simplifying the sales process for representatives in the field.

Media Appearances

Chadd has no verified media appearances

Work History

1-2026
Vice President of Sales at Allstar Services
5-2025 - 1-2026
National Sales Director at Allstar Services
9-2023 - 5-2025
Vice President of Sales at Dream Home Roofers
1-2017 - 8-2023
Vice President of Sales at Nu Look Home Design
3-2015 - 1-2017
Sales Director at Nu Look Home Design

Education

2017 - 9-2021
Master of Business Administration - MBA from Southern New Hampshire University
2006 - 2010
Bachelor of Science (BS) from Towson University

More Information

Social Presence :

Prographics :

Exp : 22 Location : Washington DC-Baltimore Area, United States Job Level : Senior Designation : Vice President of Sales at Allstar Services
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Insights For Selling To Chadd

During A Call Or A Meeting

DO's

  • Use phrases like ‘your decision will’, ‘you will impact’ etc.
  • Showcase existing customers and use case-studies to grab their attention
  • Ask them for a lunch or coffee once some rapport has been established

DONT's

  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t hesitate from asking questions or pushing them, but take a formal approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Chadd is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Chadd

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Chadd move?

  • They are generally fast movers and can take quick decisions
  • Can Chadd take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Chadd

Personality Compatibility


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