VP Technology Transformation Project Management Office

J.S. Held LLC; Chicago (IL); Remote; USD 200,000 - 250,000; Full time

Job summary

A leading consulting firm is seeking a Vice President, Technology Transformation to drive enterprise-wide technology solutions and process optimization. This remote role requires a strong leader with extensive experience in technology transformation and PMO leadership. The ideal candidate will manage critical initiatives and engage with executive leadership to align technology with business goals. A competitive salary range of $200,000 - $250,000 is offered.

Benefits

Flexible Time Off policy

Medical, Dental, and Vision Insurance

401k Match

Commuter Benefit

Qualifications

• 10+ years of experience in technology transformation, enterprise PMO leadership, and process optimization.
• Proven success in leading complex, global technology programs and driving measurable business outcomes.
• Familiarity with digital platforms, cloud technologies, automation, and AI concepts is a plus.

Responsibilities

• Champion strategic initiatives for technology solutions and process optimization.
• Provide oversight for the IT PMO and deliver high-impact initiatives.
• Identify and pilot emerging technologies to support innovation.

Skills

Visionary leadership in tech strategy and transformation

Strong executive communication and stakeholder influence

Estimation and execution of complex, cross-functional initiatives

Product lifecycle management of externally-developed software

Change management and organizational transformation

Financial acumen and technology ROI analysis

Digital fluency and innovation mindset

Operational excellence and process reengineering

Cross-functional and cross-cultural collaboration

Education

Bachelor’s or Master’s degree in Information Technology, Computer Science, Business Administration, or related field

Job description

Job Description

The Vice President, Technology Transformation is a strategic leader responsible for driving enterprise-wide technology solutions, process optimization, and efficiency gains. This role provides oversight for the Project Management Office (PMO), the IT BA function, and Application Portfolio management for the company, and orchestrates transformation initiatives that enhance efficiency, scalability, and innovation, in close partnership with key leaders throughout the organization. The VP partners with the CIO and senior leadership to align technology investments with business goals, ensuring delivery excellence and continuous improvement. A vital part of the role is effectiveness at estimating complex, cross-functional initiatives effectively and executing on committed timelines. Transformational efforts include 3rd party developed products (integrated into the JS Held ecosystem), automation/efficiency initiatives, AI enablement, and application portfolio simplification. A key focus of this role is managing the technology lifecycle and strategic trajectory of externally-developed software solutions to ensure they evolve and are supported in alignment with enterprise needs. This is a remote position with minimal travel for meaningful leadership meetings.

Key Responsibilities:

Technology & Process Transformation:

• Champion strategic initiatives, including driving enterprise-wide technology solutions, process optimization, and efficiency gains.
• Lead and facilitate cross-functional initiatives to re-engineer business processes for scalability, agility, and digital enablement.
• Systematically prioritize and execute next gen solutions to mature the JS Held technology and process capabilities to increase scalability and efficiency.
• Collaborate with executive leadership to define and execute a technology transformation roadmap aligned with enterprise strategy.

Project Execution:

• Provide oversight for the IT PMO and BA team to deliver high-impact initiatives.
• Ensure accurate estimation of complex, cross-functional initiatives and drive disciplined execution against committed timelines and budgets.
• Monitor project performance, proactively communicate and mitigate risks, and ensure alignment with business goals and commitments.
• Establish and evolve PMO frameworks, tools, and governance to support dynamic delivery models.
• Ensure effective process steps around requirements gathering, development, QA/testing, training, system integration, security requirements, and production support.

Innovation:

• Identify and pilot emerging technologies (e.g., AI) to support innovation and establish roadmaps for further leverage.
• Act as a source of ideation and future possibilities, leveraging internal and external experts (e.g., Gartner).
• Facilitate idea generation and prioritization throughout the organization in concert with other key leaders.

Application Portfolio:

• Provide oversight for efforts to rationalize and simplify the JS Held application portfolio, reducing costs and improving simplicity and interoperability.
• Oversee vendor relationships, renewals, and negotiations with a focus on cost optimization and service quality.

Product Lifecycle:

• Oversee the strategic trajectory of externally-developed software products, ensuring they evolve to meet changing business needs, integrate effectively with internal systems, and deliver long-term value.
• Ensure effective full lifecycle support for software products.
• Partner with internal IT teams to ensure application resilience, scalability, and compliance.

Stakeholder Engagement & Change Leadership:

• Build trusted relationships with internal and external stakeholders to foster alignment and buy-in.
• Communicate transformation progress, risks, and outcomes to executive audiences and cross-functional teams.
• Lead change management efforts to ensure successful adoption of new technologies and processes.
• Facilitate a leadership culture aligned to JS Held values.

Qualifications:
Qualifications

• Bachelor’s or Master’s degree in Information Technology, Computer Science, Business Administration, or related field.
• 10+ years of experience in technology transformation, enterprise PMO leadership, and process optimization.
• Proven success in leading complex, global technology programs and driving measurable business outcomes.
• Familiarity with digital platforms, cloud technologies, automation, and AI concepts is a plus.
• PMP or other relevant certifications a plus.
• Professional Services experience a big plus.

Skills:

• Visionary leadership in tech strategy and transformation
• Strong executive communication and stakeholder influence
• Estimation and execution of complex, cross-functional initiatives
• Product lifecycle management of externally-developed software
• Change management and organizational transformation
• Financial acumen and technology ROI analysis
• Digital fluency and innovation mindset
• Operational excellence and process reengineering
• Cross-functional and cross-cultural collaboration

Additional Information

Some of the Benefits We Have Include

J.S. Held understands all our employees are people and sometimes life needs flexibility. We work to always provide an environment that best supports and suits our team’s needs.

• Our flexible work environment allows employees to work remotely, when needed
• Flexible Time Off policy
• Medical, Dental, and Vision Insurance
• 401k Match
• Commuter Benefit

A reasonable estimate of the salary range for this role is $200,000 - $250,000. Any offered salary range is based on a wide array of factors including but not limited to skillset, experience, training, location, scope of role, management responsibility, etc.

Other Duties

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

By submitting your application, you acknowledge that you have read the J.S. Held Online Privacy Notice and hereby freely and unambiguously give informed consent to the collection, processing, use, and storage of your personal information as required and described therein. California residents can click here to learn more about the personal information we collect and here to learn about additional privacy rights that may be available.

Please explore what we’re all about at www.jsheld.com.

EEO and Job Accommodations

We embrace diversity and our commitment to building a team and environment that fosters professional and personal enrichment is unwavering.

J.S. Held is an equal opportunity employer. Qualified applicants are considered for employment without regard to sex, gender identity, sexual orientation, race, color, religion, national origin, disability, protected Veteran status, age, or any other characteristic protected by law.

If you are an individual with a disability and would like to request a reasonable accommodation during the recruitment process, please email [e-mail]. Include "Applicant Accommodation" in the subject line, along with your request and contact information.

All your information will be kept confidential according to EEO guidelines.

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