Summary
Overview
Work History
Education
Skills
Certification
Work Availability
Timeline
Cheryl Bolton

Cheryl Bolton

Corporate Technology Leader
South Padre Island,Texas
You miss 100% of the shots you never take.
Wayne Gretzky

Summary

Transformational IT and Financial Services Executive with a proven track record in corporate finance, analytics, and information technology. Recognized for strategic thinking, building high performance teams, innovative technology deployment, and leadership in large-scale transformations. Adept at steering multi-million-dollar initiatives, fostering stakeholder relationships, and driving operational excellence.

Overview

14
14
years of professional experience
5
5
years of post-secondary education
3
3
Certificates

Work History

Corporate Vice President

New York Life
South Padre Island, United States
08.2015 - Current
  • Enabled 50% increase in revenue generation for NYL by pursuing Cigna Group Benefits Group, $6B acquisition.
  • Developed and implemented new strategies and policies in collaboration with executive partners to establish and achieve long-term business objectives, providing company with strong and sustainable organizational leadership.
  • Aligned organizational objectives with company mission to increase business growth and integrate work strategies.
  • Directed $100M annual investment budget across run and grow initiatives that spanned across 50+ corporate applications.
  • Pioneered Scaled Enterprise Agile delivery model, achieving 98% participation rate across all corporate value streams.
  • Sponsored up-skilling of 1000+ technology workforce comprised of fulltime employees and consultants

Sr Program Manager

Fannie Mae
Dallas, TX
07.2010 - 06.2015
  • Led 500-member team with $300M budget, driving large-scale initiatives in credit, finance, and capital markets.
  • Achieved cost savings of $200M in Loan Accounting Platform and enabled recovery of over $50 billion from banks.
  • Collaborated with development teams, internal customers, and product line management to verify delivery of desired outcomes for system delivery.
  • Performed program research and analyzed data collection to develop cost estimates and budgets.
  • Mentored and supported cross functional teams to create strong workplace culture.
  • Networked in local community to identify business opportunities with loan originators and service partners.

Education

Post Graduate Program Certificate - AI & Machine Learning Program

University of Texas At Austin, Austin, TX
10.2023 - Current

Executive Education Certificate - AI, Blockchain, IoT, And Negotiations

Massachusetts Institute of Technology Sloan, Boston, MA
05.2018 - 03.2021

Bachelor of Science - Management Information Systems

University of Texas At Arlington, Arlington, TX
05.1998 - 12.1999

Skills

Strategic Leadership & Development

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Certification

PMP

Work Availability

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Timeline

University of Texas At Austin - Post Graduate Program Certificate, AI & Machine Learning Program
10.2023 - Current

Certified SAFe 5 Product Owner/Product Manager

05-2023
Massachusetts Institute of Technology Sloan - Executive Education Certificate, AI, Blockchain, IoT, And Negotiations
05.2018 - 03.2021
Corporate Vice President - New York Life
08.2015 - Current

PMP

03-2015

CSM

03-2015
Sr Program Manager - Fannie Mae
07.2010 - 06.2015
University of Texas At Arlington - Bachelor of Science, Management Information Systems
05.1998 - 12.1999
Cheryl BoltonCorporate Technology Leader