Gregory Rosko

Planner
DISC Type : Sc

Tax Managing Partner at Deloitte

Cleveland, Ohio, United States

Overview

Gregory Rosko is a Tax Managing Partner at Deloitte with over two decades of experience advising multinational corporations on complex tax matters. He is a licensed CPA and attorney, holding a J. D. from Cleveland-Marshall College of Law and a Master of Taxation from the University of Denver, blending legal and financial expertise.

He is deeply committed to community service, particularly in education. Gregory serves on the Board of Directors for Julie Billiart Schools, an institution that supports K-8 students with learning differences. This role aligns with his stated passion for teaching and developing the next generation of professionals.

Unique fact: He holds a certification in Human-Centered Design, an uncommon skill set in the tax and accounting industry.

Personality Overview

Not Very Vocal

Disciplined

Slower Adopter

The only way to convince them is by showing them examples and ample proof.  Being observant comes to them naturally. They are always well-planned and adopt a systematic approach.

Topics They Care About

Corporate Tax Strategy
He has over 20 years of experience advising multinational corporations on tax accounting, planning, and recent regulations like Pillar Two and ASU 2023-09.
AI in Tax Function
He actively shares content on how tax departments can integrate AI, suggesting a forward-looking approach to technology adoption in his field.
Special Needs Education
He was recently appointed to the Board of Directors for Julie Billiart Schools, which focuses on children with learning differences.

Media Appearances

Gregory has no verified media appearances

Work History

6-2025
Tax Managing Partner at Deloitte
8-2021
Partner at Deloitte
3-2013 - 8-2021
Tax Partner at PwC
9-2006 - 3-2013
International Tax Sr. Manager at Deloitte Tax
9-2000 - 5-2006
Manager at Ernst & Young LLP

Education

2003 - 2007
JD from Cleveland State University - Cleveland-Marshall College of Law
1999 - 2000
M.T. from University of Denver

More Information

Social Presence :

Prographics :

Exp : 25 Location : Cleveland, Ohio, United States Job Level : N/A Designation : Tax Managing Partner at Deloitte
URL has been copied!

Insights For Selling To Gregory

During A Call Or A Meeting

DO's

  • Expect them to be vague in response to your questions, ask firmly and pointedly
  • Spend time addressing concerns around risk and change, they will have them even if they don't express them
  • Expect them to be slow and cautious, encourage them to ask more questions

DONT's

  • Don't use phrases like 'do not worry', 'i promise' etc.
  • Avoid getting into storytelling mode, especially when they ask specific questions
  • Don't push them too hard to make fast decisions, give them time

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Gregory is

  • Proof of usage by others in the industry, case studies showing ROI are likely to work the best with them.
  • Will you ever get a clear answer from Gregory

  • Often, they don't say no, or keep going about it in circles.

Insights For Deal Planning

    How fast (or slow) will Gregory move?

  • They are some of the slowest movers and take their time reaching decisions.
  • Can Gregory take some risk or not?

  • They have very low acceptance of risk even if they do not say it directly.

You And Gregory

Personality Compatibility


Other Deloitte Employees

Explore more public profiles from related professionals at the same organization.

More Profiles

Discover additional public profiles from our index.

Search more profiles

Looking for someone else? Search here for anyone.

Or visit Humantic AI to know more.