Stephen Phillips

Inquirer
DISC Type : dc

Chief Technology Officer at Scheduling Institute

Cumming, Georgia, United States

Overview

Stephen is a technology leader with over 20 years of experience, currently serving as the CTO for the Scheduling Institute. He specializes in aligning engineering with commercial goals, having led a full AWS cloud migration and unified systems into a SaaS architecture. People who have worked with him describe him as energetic, bright, and extremely committed.

Outside of his professional role, Stephen is a reflective individual who draws lessons from his family life. He has written about the impact of his late father and the experience of raising his son, connecting personal stories and memories to broader themes of legacy and competence.

Unique fact: He once wrote a compelling story about inheriting his fathers generator right before the "Ice Storm of the Century" hit his home in Georgia.

Personality Overview

Judgemental

ROI Conscious

Upfront

They can be nudged to make faster decisions by offering what they value.  They respond well to confident salespeople. They care equally about the product and its potential impact.

Topics They Care About

Aligning Tech & Business
He focuses on transforming engineering departments into growth drivers and ensuring that technology initiatives deliver measurable business impact and support revenue generation.
AI as an Amplifier
He has written about his belief that AI doesn't create new capabilities on its own, but rather amplifies the existing culture and processes within an organization.
Cloud & SaaS Architecture
He has hands-on experience directing the migration of in-house servers to AWS and unifying fragmented systems into a single SaaS platform serving over 10, 000 users.

Media Appearances

Stephen Phillips - Chief Technology Officer at Scheduling Institute | The Org. Featured in The Org

See Now

Work History

1-2020
Chief Technology Officer at Scheduling Institute
9-2013 - 1-2020
Director of Software Engineering at Scheduling Institute
4-2012 - 9-2013
Web Developer at Leader Enterprises
10-2010 - 6-2012
Web Developer at Switchbox Inc.
8-2010 - 10-2010
Front-end Web Developer & PHP/MYSQL Programmer (Temporary contract) at Resource Interactive

Education

2000 - 2004
Bachelor of Science (BS) from University of Rio Grande and Rio Grande Community College

More Information

Social Presence :

Prographics :

Exp : 21 Location : Cumming, Georgia, United States Job Level : Leadership Designation : Chief Technology Officer at Scheduling Institute
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Insights For Selling To Stephen

During A Call Or A Meeting

DO's

  • Ask them questions confidently while doing discovery, don’t be apologetic
  • Refer to testimonials from others in similar positions
  • Highlight the competitive differentiation of your product

DONT's

  • Do not give up if they are not convinced, try again with a different approach
  • Don’t try to be an alpha salesperson, give them equal space
  • Don’t expect them to change their mind quickly if they say no once

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Stephen is

  • Belief in the product plays an important role, followed by objective proof and testimonials.
  • Will you ever get a clear answer from Stephen

  • They may hesitate slightly, but if they are not convinced, they will say no.

Insights For Deal Planning

    How fast (or slow) will Stephen move?

  • Their decision making speed is somewhere in the middle.
  • Can Stephen take some risk or not?

  • They can take risks only after they have analyzed the advantages and disadvantages.

You And Stephen

Personality Compatibility


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