Jill Tarallo 🌐

Commander
DISC Type : D

Chief Operating & AI Transformation Officer (COO & CAITO) at Rollick

Alpharetta, Georgia, United States

Overview

Jill Tarallo is the Chief Operating & AI Transformation Officer at Rollick, specializing in scaling SaaS and tech startups. She excels in blending strategic vision with operational execution to drive company growth, highlighted by her education in strategy and AI from Harvard and MIT. Peers and colleagues consistently describe her as a driven, powerhouse leader and a strategic, results-oriented COO.

Personality Overview

Candid & Clear

Very Quick

Strong-Willed

They respond better to strong and respectful interactions.  They do not care very much about building rapport or relationships. They like to stay in control of the negotiation or defining of the terms.

Topics They Care About

AI Transformation
As Chief AI Transformation Officer and chair of a Strategic AI COO Program, she is at the forefront of implementing AI to enhance business operations and strategy.
Scaling Tech Startups
Her career is defined by scaling companies, notably taking Rollick from a pre-product MVP to a multimillion-dollar enterprise recognized on the Inc. 5000 list.
COO Leadership
Serving as the COO Forum Chair, she actively fosters a community for operations leaders to connect, innovate, and share best practices.

Media Appearances

Jill has no verified media appearances

Work History

1-2026
Chief Operating & AI Transformation Officer (COO & CAITO) at Rollick
10-2020 - 12-2025
Chief Operating Officer at Rollick
10-2018 - 9-2020
SVP Operations & St. Louis GM at Rollick
9-2017 - 9-2018
VP Operations at Rollick
1-2016
Founder & CEO at Angels In Wonderland, LLC

Education

Applied Agentic AI for Organizational Transformation from MIT Professional Education
Certificate of Specialization in Strategy from Harvard Business School

More Information

Social Presence :

Prographics :

Exp : N/A Location : Alpharetta, Georgia, United States Job Level : N/A Designation : Chief Operating & AI Transformation Officer (COO & CAITO) at Rollick
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Insights For Selling To Jill

During A Call Or A Meeting

DO's

  • Make sure that you circle back fast on any action items, it wins their trust
  • Objectively showcase the impact that your product creates
  • Speak about competitive differentiation that your product offers

DONT's

  • Do not hesitate from asking counter questions, just avoid challenging their authority
  • Don’t focus on process and rules, give the impression of being a ‘gets it done’ person
  • Don’t take too much time in sending them information if they ask for any

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jill is

  • Conviction around the impact matters the most to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Jill

  • If they decide not to use your product, they will say no clearly.

Insights For Deal Planning

    How fast (or slow) will Jill move?

  • If convinced, they can reach decisions quite fast.
  • Can Jill take some risk or not?

  • They do not shy away from taking risks, but can be quite binary about them.

You And Jill

Personality Compatibility


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