Shah Karim

Questioner
DISC Type : c

Chief Technology Officer at Enumerate

Greater Boston, United States

Overview

Shah Karim is a seasoned CTO who specializes in building high-performing teams and innovative software products. A graduate of the University of Illinois, he has a track record of leading GenAI initiatives, DevSecOps transformations, and cloud migrations. Colleagues describe him as responsive, passionate, and possessing excellent technical literacy.

He has successfully led multiple global teams, built several products from the ground up, and managed two successful private equity exits.

Unique fact: The products he has launched have generated over $1 billion in revenue to date.

Personality Overview

Price-Sensitive

Not Easily Convinced

Systematic

While they don't hesitate to ask questions, they are generally risk-averse and tend to be late adopters.  They prefer to analyze every situation thoroughly.
 They generally do not appreciate an overfriendly approach and prefer to stay to-the-point.

Topics They Care About

Generative AI Products
He has spearheaded GenAI functionality, recently launching an AI-based budgeting tool at Enumerate and a full AI platform at his previous company, Epiq.
Building Technical Teams
His personal philosophy is to "build great teams and great software products, in that order, " reflecting a deep commitment to mentorship and leadership.
Cloud Platform Development
He has led major cloud initiatives, including building a cloud-native legal services platform from scratch and spearheading large-scale AWS migration efforts.

Media Appearances

Shah has no verified media appearances

Work History

3-2025
Chief Technology Officer at Enumerate
5-2024 - 1-2025
Chief Technology Officer at Poppulo
2-2020 - 5-2024
CTO, Legal Solutions at Epiq
3-2019 - 2-2020
SVP Product Development at Pitney Bowes
7-2016 - 3-2019
Vice President, Product Development at Pitney Bowes

Education

1990 - 1994
BSEE from University of Illinois Urbana-Champaign
1995 - 2002
MSEE from Illinois Institute of Technology

More Information

Social Presence :

Prographics :

Exp : 13 Location : Greater Boston, United States Job Level : Leadership Designation : Chief Technology Officer at Enumerate
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Insights For Selling To Shah

During A Call Or A Meeting

DO's

  • Share as much information as possible regarding your product
  • If you have a lower priced product compared to the competition, call out the same
  • Emphasize on objective proof of ROI, help them do a thorough evaluation

DONT's

  • Don’t try to be too friendly or informal with them
  • Avoid phrases like ‘do not worry about’, ‘no one compares to’ etc.
  • Avoid rushing them, be polite and patient

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Shah is

  • Confidence that the product provides ROI, effective pricing and process adherence matter the most to them.

  • Will you ever get a clear answer from Shah

  • It doesn’t come naturally to them but they can say no if they are not convinced.

Insights For Deal Planning

    How fast (or slow) will Shah move?

  • They can move at a reasonable pace while making their decisions if they have the necessary information.

  • Can Shah take some risk or not?

  • They can take risk if they are convinced that they have analyzed the circumstances well.


You And Shah

Personality Compatibility


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