Zachary Siegel

Questioner
DISC Type : c

VP of Engineering at K Health

Greater Chicago Area, United States

Overview

Zachary Siegel is a software engineering leader with over a decade of experience building digital products for startups and Fortune 500 companies. As VP of Engineering at K Health, he leverages his deep expertise in cloud technologies and enterprise architecture across the finance, healthcare, and crypto industries. He holds a BS from Miami University.

Outside of his formal role, he is deeply engaged with the future of technology, actively writing about and experimenting with AI coding agents. He explores the philosophical impact of AI on software development and its potential to reshape personal computing, sharing his insights and questions through his personal blog.

He is actively exploring how AI can restore genuine personal agency to computing, making technology adapt to individuals rather than the other way around.

Personality Overview

Not Easily Convinced

Value Seeker

Cautious & Analytical

While they don't hesitate to ask questions, they are generally risk-averse and tend to be late adopters.  They prefer to do thorough analysis of any situation. It is quite likely of them to ask for pricing or other concessions.

Topics They Care About

AI in Development
Writes extensively on his personal blog about the practical and philosophical impact of AI coding agents, like Claude Code, on engineering teams and productivity.
Healthcare Technology
His career includes senior roles at K Health, Hydrogen Health, and as Chief AI Engineer at Anthem, focusing on developing digital health products.
Future of Computing
Explores how AI is enabling a return to "truly personal computing, " where machines adapt to users, a theme prevalent in his recent writings.

Media Appearances

Zachary has no verified media appearances

Work History

8-2024
VP of Engineering at K Health
6-2023 - 8-2024
Chief Platform Architect at K Health
6-2021 - 9-2023
Chief Enterprise Architect at Hydrogen Health
6-2021 - 8-2021
Chief Enterprise Architect at Hydrogen Health
12-2019 - 6-2021
Chief AI Engineer at Anthem, Inc.

Education

2005 - 2009
BS from Miami University

More Information

Social Presence :

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Exp : 12 Location : Greater Chicago Area, United States Job Level : Senior Designation : VP of Engineering at K Health
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Insights For Selling To Zachary

During A Call Or A Meeting

DO's

  • If you have a lower priced product compared to the competition, call out the same
  • Back up any claims with data and numbers
  • Keep some extra margin in hand as they will likely negotiate the pricing

DONT's

  • Avoid phrases like ‘do not worry about’, ‘no one compares to’ etc.
  • Don’t depend too much on anecdotal evidence, it reduces their confidence
  • Don’t overhype the product/pitch, keep it measured

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Zachary is

  • Ensuring that the product delivers ROI, cost-effective pricing and process compliance are very important for them.
  • Will you ever get a clear answer from Zachary

  • 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 Zachary move?

  • If they have the information that they need, they can move fast at making their decisions.
  • Can Zachary take some risk or not?

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


You And Zachary

Personality Compatibility


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