Michael Dempsey

Operations Specialist

Qualifications Profile

Analytical, results-driven, and multifaceted professional, with extensive experience in business and technical operational management, including tactical planning, financial administration, risk management, and IT security within diverse industries. Adept at supporting process improvement initiatives by identifying risks and recommending strategic solutions to complex operational issues. Known for consistent record in achieving organizational goals and objectives, while maintaining a long-term vision of continuous improvement. Proficient with Microsoft Office, Adobe, and accounting/billing software

Core Competencies

Strategic Planning and Execution | Objectives Management | Financial/Budget Oversight | Risk Analysis and Mitigation Data Analysis and Reporting | Quality Assurance and Control | Contract Analysis and Compliance Key Business Partnerships | Cross-functional Collaboration k | Customer Service | Organizational Leadership

Relevant Experience

CDW, Lincolnshire, IL

Contract Analyst

  • Direct a contract coordination team of 10+ members, overseeing all stages of contract lifecycle management for a Fortune 500 client portfolio.
  • Manage comprehensive compliance with legal and financial documentation, ensuring timely and accurate contract execution.
  • Lead the creation and ongoing optimization of a centralized contract database to ensure seamless access to key materials
  • Support account managers by preparing accurate quotes, updating the contract database, and communicating essential contract revisions across the organization.
  • Display competency in conducting detailed order configuration reviews, resolving discrepancies, and safeguarding the accuracy and integrity of customer transactions.

Key Achievements:

  • Improved departmental efficiency by implementing strategic process enhancements and establishing a quality assurance system, significantly increasing the precision of contract reviews.
  • Obtained a 16% reduction in production time by overhauling quality assurance protocols.
  • Administered contracts valued at over $100M, while managing a diverse portfolio of 216 product and service contracts.
  • Created an average of 30 contract amendments, extension letters, and reports monthly, guaranteeing accuracy throughout the contract lifecycle.
  • Cultivated strong relationships with Legal, Sales, and Senior Management teams to provide over 100 rebates (monthly, quarterly, and annually) within tight deadlines.
  • Facilitated 50 monthly meetings to share insights, clarify contract processes, and improve cross-functional understanding.
  • Spearheaded operational streamlining initiatives for a top 3 clients.
Oct 2021 -
Apr 2023

Wintrust, Rosemont, IL

IT Risk Analyst

  • Rendered oversight to a 60+ member Audit Coordination Team, closely monitored the annual IT audit processes in collaboration with cross-functional management teams, and directed the development of workflows that support quality assurance.
  • Chaired audit meetings, fostering effective communication between process owners and auditors to validate evidence and refine audit methodologies.
  • Formulated corrective action plans with departments to maintain performance standards, while providing oversight for administrative software modifications.

Key Achievements:

  • Executed six annual IT regulatory audits, which involved designing efficient database storage systems and procedures to streamline IT initiatives.
  • Increased audit process efficiency and timeliness by 30% through strategic workflow optimization in partnership with process owners.
  • Streamlined the evidence collection process by successfully coordinating the acquisition of over 500 documents annually, ensuring deadlines were consistently met.
  • Restructured the entire audit evidence management and tracking system, improving accuracy and traceability across all audit phases.
Jan 2018 -
Oct 2020

AT&T, Chicago, IL

Senior Sourcing Specialist, E-Rate

  • Managed the reconciliation of billing and oversight of multi-million-dollar government funds for over 300 school and library clients, ensuring full compliance with federal E-Rate program regulations.
  • Evaluated and addressed complex billing issues in collaboration between senior management and cross-functional teams to determine gaps and implement effective billing solutions to maintain high customer satisfaction.

Key Achievements:

  • Oversaw the annual billing process for $60M in federal funds, while successfully executing over 40 regulatory audits in strict adherence to federal guidelines and deadlines.
  • Identified and resolved a multimillion-dollar system defect, safeguarding customer satisfaction and organizational integrity by devising user acceptance testing (UAT) specifications to ensure system accuracy and functionality.
Jan 2009 -
Oct 2017

AT&T, Chicago, IL

Project Billing Specialist - Billing Operations

Oct 2021 - Apr 2023

CDW, Lincolnshire, IL

Contract Analyst

  • Direct a contract coordination team of 10+ members, overseeing all stages of contract lifecycle management for a Fortune 500 client portfolio.
  • Manage comprehensive compliance with legal and financial documentation, ensuring timely and accurate contract execution.
  • Lead the creation and ongoing optimization of a centralized contract database to ensure seamless access to key materials
  • Support account managers by preparing accurate quotes, updating the contract database, and communicating essential contract revisions across the organization.
  • Display competency in conducting detailed order configuration reviews, resolving discrepancies, and safeguarding the accuracy and integrity of customer transactions.

Key Achievements:

  • Improved departmental efficiency by implementing strategic process enhancements and establishing a quality assurance system, significantly increasing the precision of contract reviews.
  • Obtained a 16% reduction in production time by overhauling quality assurance protocols.
  • Administered contracts valued at over $100M, while managing a diverse portfolio of 216 product and service contracts.
  • Created an average of 30 contract amendments, extension letters, and reports monthly, guaranteeing accuracy throughout the contract lifecycle.
  • Cultivated strong relationships with Legal, Sales, and Senior Management teams to provide over 100 rebates (monthly, quarterly, and annually) within tight deadlines.
  • Facilitated 50 monthly meetings to share insights, clarify contract processes, and improve cross-functional understanding.
  • Spearheaded operational streamlining initiatives for a top 3 clients.

Jan 2018 - Oct 2020

Wintrust, Rosemont, IL

IT Risk Analyst
  • Rendered oversight to a 60+ member Audit Coordination Team, closely monitored the annual IT audit processes in collaboration with cross-functional management teams, and directed the development of workflows that support quality assurance.
  • Chaired audit meetings, fostering effective communication between process owners and auditors to validate evidence and refine audit methodologies.
  • Formulated corrective action plans with departments to maintain performance standards, while providing oversight for administrative software modifications.
Key Achievements:
  • Executed six annual IT regulatory audits, which involved designing efficient database storage systems and procedures to streamline IT initiatives.
  • Increased audit process efficiency and timeliness by 30% through strategic workflow optimization in partnership with process owners.
  • Streamlined the evidence collection process by successfully coordinating the acquisition of over 500 documents annually, ensuring deadlines were consistently met.
  • Restructured the entire audit evidence management and tracking system, improving accuracy and traceability across all audit phases.

Jan 2009 - Oct 2017

AT&T, Chicago, IL

Senior Sourcing Specialist, E-Rate
  • Managed the reconciliation of billing and oversight of multi-million-dollar government funds for over 300 school and library clients, ensuring full compliance with federal E-Rate program regulations.
  • Evaluated and addressed complex billing issues in collaboration between senior management and cross-functional teams to determine gaps and implement effective billing solutions to maintain high customer satisfaction.
Key Achievements:
  • Oversaw the annual billing process for $60M in federal funds, while successfully executing over 40 regulatory audits in strict adherence to federal guidelines and deadlines.
  • Identified and resolved a multimillion-dollar system defect, safeguarding customer satisfaction and organizational integrity by devising user acceptance testing (UAT) specifications to ensure system accuracy and functionality.

AT&T, Chicago, IL

Project Billing Specialist – Billing Operations

Other Experience

Self-Employed. Naperville, IL | Home Caregiver | Sept 2023 – Oct 2024

Education

Bachelor of Arts in Communications, DePaul University, Chicago IL

Professional Development

How to Set Goals When Everything Feels Like a Priority, 11/2022
Excel: Look Up Functions in Depth, 4/2022
Excel VLOOKUP and XLOOKUP for Beginners, 12/2021

Biography

Michael Dempsey is a strategic operations specialist who brings a successful career spanning across a variety of sectors including information technology and finance. With over 15 years of experience, he has exemplified a proven expertise in operations management, finance and budget control, contract administration, operational streamlining, and regulatory compliance. Armed with out-of-the-box approach to solving problems, he acts as a champion in implementing new automated systems and resolving complex issues for Fortune 50 customers.

Over the course of his profession, Michael has ensured to always add value to all organizations he has worked for. His career started at one of the world largest telecommunications companies as a project billing specialist and later on assumed the role of a senior sourcing specialist. In this position, he reconciled billing and managed multimillion-dollar government funds for over 300 school and library customers. This included managing a federal government annual billing worth $60M while maintaining over 40 regulatory audits in compliance with federal deadlines.

After over a decade of service at AT&T, Michael worked at an Illinois-based banking institution as an IT risk analyst. As he oversaw over 60 members of the Audit Coordination Team, he led the restructuring of the entire audit evidence management and tracking system of the company. Through strategic workflow optimization, he successfully enhanced audit process efficiency and timeliness by 30%.

Afterwards, Michael joined CDW where he served as a contract analyst. He was responsible for all stages of contract lifecycle management for a Fortune 500 client portfolio. During this tenure, he gained a solid reputation for implementing strategic initiatives that brought impactful process improvement. One such example was when he drove 16% improvement in production time by redeveloping quality assurance protocols. He was the person behind the 50 monthly meetings aimed to share insights and clarify contract processes to enhance understanding among management, partners, and staff. This led to securing contracts valued at over $100M and managing a diverse portfolio of 216 product and service contracts. Along with these initiatives, he led a departmental efficiency that significantly increased the accuracy of contract reviews by implementing strategic process enhancements and establishing a quality assurance system. As such, Michael has proven that he is undeniably an asset for every organization he works for and in whatever role he fulfills.

Michael holds a Bachelor of Arts in Communications from DePaul University. He currently lives in Lombard, Illinois.