Chicago IT Higher Education Leaders Dinner

October 14th, 2019 • Tortoise Supper Club

SINC invites you to the upcoming Higher Education IT Leaders Dinner in Chicago on October 14th at The Tortoise Supper Club, which is located at 350 North State · Chicago, Illinois 60654.

The goal of the dinner will be to foster great relationships among new peers in the Chicago Higher Education IT community, all while enjoying education, open discussion on progressing IT strategy and delicious food and wine

Proudly supported by:



Arrivals (Refreshments available)


Session Begins

Introduction (10 minutes)
The peer executive will engage the audience for brief introductions and discuss the format and key take aways from the guided interactive conversation and dinner discussion.

Guided Interactive Conversation (35 minutes)

Moderated by: Shaye Robeson, Director of Enterprise Architecture at U.S. Cellular

Business transformation and today’s CXO

C-suite executives today need to embrace new software-defined business models for the evolving workplace and workforce that combine virtualization, mobility management, networking and SaaS solutions so businesses and people can work better together. We will look at challenges in education, adoption and hiring the right skill sets to support this inevitable change.

Leadership and building a culture of innovation

Big institutions are failing. But smart, inspired leaders can drive the changes needed across an organization to win in today’s digital economy.  What strategies are working?  What companies are providing the partnership, collaboration and tools needed to support the process?

Developing the next generation IT leaders

The workplace has changed. And the millennial generation has expectations on where, when and how they work best….and it isn’t just about money. What do we as leaders need to do to attract, retain and cultivate our own successors?

Join your peers and visionaries from the IT industry for this executive guided interactive conversation to discuss the ingredients of the IT Organization.

Open Forum Discussion (45 minutes)

The discussion will be based on the list of challenges, problems discussed already and will take the format of group brainstorming and open discussion to come up with possible suggestions and solutions to common challenges at the Executive IT level. We will also touch on a variety of other topics, including, but not limited to:

  • Hiring and growing people with the right skill sets
  • New age datacenter technologies and product innovations
  • Modern application life cycle
  • Building a sustainable hybrid cloud strategy
  • Continuing to innovate with flat IT budgets


Dinner Service by Tortoise Supper Club



Register to Attend

Shaye Robeson helps high-scale businesses compete through continuous innovation, and optimization of technological return on investment.  Currently serving as Director of Enterprise Architecture at U.S. Cellular, Shaye is responsible for designing and guiding enterprise strategy for technology investment and implementation.  Shaye’s 20 years of IT leadership has encompassed large enterprises and technology startups within the wireless telecom and fintech verticals – holding several technology director and CTO roles, respectively.  Over the course of his career, Shaye has built a reputation for transforming cost centers into profit centers by means of technological innovation (recognized by US Patents, industry, and corporate awards); for defining IT strategy; and for leading high-performing organizations who build and operate mission-critical platforms while maintaining top employee engagement levels, companywide.

Tortoise Supper Club

Tortoise Supper Club is a family-owned metropolitan Supper Club serving steaks, chops, and fresh seafood from our scratch kitchen. Live jazz Friday & Saturday nights.