Steven Diamond , CFC

Captain
DISC Type : DS

President at Diamond Compass Franchise Advisory

Scottsdale, Arizona, United States

Overview

Steven is a Certified Franchise Consultant with 25 years of experience in the PEO industry, specializing in HR, payroll, and compliance for franchise owners. A graduate of Arizona State University, he leverages his deep operational knowledge to guide professionals toward successful franchise ownership, ensuring deals align with their personal and financial goals.

As a serial entrepreneur, Steven has a strong connection to the Arizona business community. He founded and operated a top-ranked local courier service for 17 years and a premium transportation company, demonstrating a long-standing commitment to the Phoenix area and its major events.

Unique Fact: While working in the PEO industry, he simultaneously built a courier business ranked #1 in Arizona for ten consecutive years.

Personality Overview

Long-Term Thinker

Dynamic But Sincere

Planner & Achiever

They might take some time to make their mind up but once they do, they don't change it easily.  Reading between the lines and seeing beyond your words comes naturally to them. They are very professional in their approach and can weigh multiple perspectives together.

Topics They Care About

Franchise Consulting
His core focus is helping professionals find the right franchise by listening to their goals, lifestyle needs, and financial expectations to ensure a confident ownership decision.
Serial Entrepreneurship
He has founded and operated multiple successful businesses, including a courier service, a premium transportation company, and a payroll services firm, showcasing his entrepreneurial drive.
Small Business Operations
With 25 years in the PEO industry, he has deep expertise in the operational complexities of small businesses, including payroll, HR, risk management, and compliance.

Media Appearances

Steven has no verified media appearances

Work History

1-2025
President at Diamond Compass Franchise Advisory
1-2021 - 12-2025
Managing Partner at DebitFire, LLC
4-2013 - 7-2018
Business Owner at Lux Transportation
1-2002 - 12-2019
Business Owner at Citywide Courier Services, Inc.
7-1999 - 12-2020
Vice President Operations at National PEO

Education

2000 - 2004
Business Administration and Management from Arizona State University

More Information

Social Presence :

Prographics :

Exp : 24 Location : Scottsdale, Arizona, United States Job Level : N/A Designation : President at Diamond Compass Franchise Advisory
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Insights For Selling To Steven

During A Call Or A Meeting

DO's

  • Ask them at the end if they see a strong value prop in your product; expect an honest answer
  • Let them know of potential risks but suggest mitigation methods alongside
  • Come across as a trustworthy professional and be respectful, they usually know their game

DONT's

  • Avoid putting conscious effort into relationship-building
  • Don't get into pricing discussions early on, steer conversation towards proven results
  • Don't go over them unless you are left with no other option

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Steven is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Steven

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Steven move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Steven take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Steven

Personality Compatibility


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