Sterling Smith

Go-getter
DISC Type : d

Founder, Head of Product & Client Success at RightMatch AI

Bentonville, Arkansas, United States

Overview

Sterling Smith is the Founder and CEO of RightMatch AI, an AI-powered platform transforming hiring to be faster and fairer. A former venture capitalist and founder with a successful exit, he has previous engineering and product experience at companies including Google, Walmart, and Booz Allen Hamilton.

Outside of his work building companies, Sterling is passionate about street photography and frequently writes about angel investing and future work trends. Described by others as a skilled public speaker and natural mentor, he dedicates time to guiding other startup founders.

He was previously named "AustinPreneur of the Year" and was recognized in Austins "50 on Fire" for innovation.

Personality Overview

Direct & Candid

Decisive

Self-Confident

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

Topics They Care About

AI in Hiring
He is building RightMatch AI to reduce bias and create efficiency in hiring, focusing on voice-based interviews and data-driven insights to find talent based on skills, not pedigree.
Future of Work
His work and writing explore how technology is reshaping the hiring landscape, addressing trends like the need for speed, intelligence, and fairness in recruiting.
Angel Investing
As a former VC and active angel investor in companies like Simporter and PatchRx, he backs and writes about founders with bold ideas.

Media Appearances

RightMatch AI Demo with Sterling Smith | TechTO Hackathon. Featured in YouTube

See Now

Work History

6-2024
Founder, Head of Product & Client Success at RightMatch AI
9-2023
Co-Founder & Head of Product at Freelancer Hub
6-2023
Angel Investor at Simporter
6-2023
Angel Investor at PatchRx
3-2023
Angel Investor at Sollis Health

Education

Education details unavailable from University of Texas at Tyler

More Information

Social Presence :

Prographics :

Exp : 16 Location : Bentonville, Arkansas, United States Job Level : Leadership Designation : Founder, Head of Product & Client Success at RightMatch AI
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Insights For Selling To Sterling

During A Call Or A Meeting

DO's

  • Ask them questions confidently while doing discovery, don’t be apologetic
  • Be crisp while making the pitch
  • Tell them that you are there to help them create visible impact within their organization

DONT's

  • Avoid repeating yourself or making generalizations
  • Don’t try to be an alpha salesperson, give them equal space
  • Do not give up if they are not convinced, try again with a different approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Sterling is

  • Conviction in the product matters to them, followed by proof points and strong testimonials.
  • Will you ever get a clear answer from Sterling

  • They may not be very forthcoming, but they will say no if needed.

Insights For Deal Planning

    How fast (or slow) will Sterling move?

  • They are neither the fastest decision makers nor the slowest.
  • Can Sterling take some risk or not?

  • They can take risks but after weighing up the pros and cons.

You And Sterling

Personality Compatibility


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