Cy Megnin

Captain
DISC Type : DS

Vice President Software at Elevate Ventures

Bloomington, Indiana, United States

Overview

Cy Megnin is the Vice President of Software at Elevate Ventures, an adjunct professor at Indiana University, and a two-time founder with successful exits to VMware and Intel Capital. Holding an MBA from Baylor, people often describe him as supportive, driven, and a trustworthy mentor who is passionate about building entrepreneurial ecosystems.

After spending 15 years in major tech hubs like Austin and Seattle, Cy returned to his hometown of Bloomington, Indiana, with his family. He is an active angel investor, focusing on early-stage companies in sectors like EdTech, SaaS, and biotech, and enjoys mentoring student founders.

Unique fact: Cy was a real estate investor and was twice featured on TLCs hit television show, "Flip That House. "

Personality Overview

Decisive But Calm

Dynamic But Sincere

Planner & Achiever

They exhibit a rare combination of being result-oriented but patient at the same time.  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

Startup Ecosystems
As VP at a venture firm, a professor of entrepreneurship, and an advisor, he is dedicated to nurturing high-potential companies and founders, particularly within Indiana.
AI in EdTech
He founded PrepFlash, an AI company using NLP to automatically create educational materials, and lists EdTech as a primary focus for his angel investments.
Venture Investing
His current role at Elevate Ventures and his personal angel investing through IU Ventures show a deep involvement in funding and advising early-stage companies.

Media Appearances

Cy has no verified media appearances

Work History

6-2019
Vice President Software at Elevate Ventures
7-2022
Adjunct Professor Of Management & Entrepreneurship at Indiana University - Kelley School of Business
8-2020
Adjunct Professor of Entrepreneurship at Indiana University Columbus
7-2020
Advisor at Flywheel Fund
3-2020
Angel Investor at IU Ventures

Education

2009 - 2011
MBA from Baylor University - Hankamer School of Business
2000 - 2006
BA from Indiana University Indianapolis

More Information

Social Presence :

Prographics :

Exp : 6 Location : Bloomington, Indiana, United States Job Level : Senior Designation : Vice President Software at Elevate Ventures
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Insights For Selling To Cy

During A Call Or A Meeting

DO's

  • Use phrases like 'your team deserves', 'best in class' etc.
  • Focus on the results that your product produces, expect some strategic questions in return
  • You can spend time on BANT (or other qualification methodology) but keep it to the point

DONT's

  • Don't focus too much on mutual contacts or bother about other stakeholders, focus on them
  • 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 Cy 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 Cy

  • 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 Cy move?

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

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

You And Cy

Personality Compatibility


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